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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:17:05 UTC

Update Date

2022-03-07 02:57:05 UTC

HMDB ID

HMDB0041591

Secondary Accession Numbers

HMDB41591

Metabolite Identification

Common Name

Apigenin 4'-O-glucoside

Description

Apigenin 4'-O-glucoside, also known as 4'-O-β-D-glucosylapigenin, belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Thus, apigenin 4'-O-glucoside is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Apigenin 4'-O-glucoside.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652304131800582D          

 31 34  0  0  0  0            999 V2000
10003.923410003.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.494410007.1533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.921610004.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.637310004.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.921610007.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.350910007.1533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.350910005.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.498710003.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.069810005.9180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.779910006.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.065510007.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.350910006.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.350910005.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.065410005.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.779910005.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.923910005.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.209410005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.209410004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.923910004.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.638310004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.638310005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.922310007.1548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.207910006.7423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.207910005.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.922310005.5049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10009.636810005.9173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10009.636810006.7423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.498110005.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.783510005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.783410004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.498010004.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31  8  1  0  0  0  0
 29  9  1  0  0  0  0
 10  2  1  0  0  0  0
  1 19  2  0  0  0  0
 17 28  2  0  0  0  0
 31 18  2  0  0  0  0
 21 13  1  0  0  0  0
 22  5  1  6  0  0  0
 27  6  1  1  0  0  0
 26  7  1  6  0  0  0
 25  3  1  1  0  0  0
 23  2  1  1  0  0  0
M  END

HMDB0041591
     RDKit          3D
Apigenin 4'-O-glucoside
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6056   -2.8479   -0.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -1.6836   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.4612   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675   -0.2385   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -0.0120    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022    1.2508    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520    1.4841    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    0.4402    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    0.6835    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707   -0.2117    0.1025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1395    0.1340   -1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4648   -0.2694   -0.8545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1807   -0.3154   -2.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -1.2206   -2.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1019    0.7303    0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4703    0.5017    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3567    0.6452    1.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0198    1.9295    1.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.2746    1.3701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5370   -1.5848    1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -0.8134   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267   -1.0262   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1051    0.7611    0.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009    0.6148    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    1.7269    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5941    1.5794    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834    2.7228    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    0.3725   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3882   -0.7614   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0013   -1.9433   -0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361   -0.5952   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997   -2.3184   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.0689    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4689    2.4707    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290   -1.2437   -0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -1.2916   -0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2704    0.6743   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967   -0.7454   -1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1070   -1.9563   -2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9147    1.7550   -0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6736    0.6690    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0865    0.2506    2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.9144    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    0.0577    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -2.2470    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130   -1.6627   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.0547   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7614    2.6830    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343    3.2691   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2861    0.2497   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7537   -2.8607   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 22  5  1  0
 31 24  1  0
 19 10  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  0
 17 42  1  1
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END


  Mrv1652304131800582D          

 31 34  0  0  0  0            999 V2000
10003.923410003.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.494410007.1533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.921610004.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.637310004.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.921610007.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.350910007.1533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.350910005.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.498710003.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.069810005.9180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.779910006.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.065510007.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.350910006.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.350910005.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.065410005.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.779910005.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.923910005.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.209410005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.209410004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.923910004.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.638310004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.638310005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.922310007.1548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.207910006.7423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.207910005.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.922310005.5049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10009.636810005.9173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10009.636810006.7423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.498110005.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.783510005.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.783410004.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.498010004.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31  8  1  0  0  0  0
 29  9  1  0  0  0  0
 10  2  1  0  0  0  0
  1 19  2  0  0  0  0
 17 28  2  0  0  0  0
 31 18  2  0  0  0  0
 21 13  1  0  0  0  0
 22  5  1  6  0  0  0
 27  6  1  1  0  0  0
 26  7  1  6  0  0  0
 25  3  1  1  0  0  0
 23  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041591

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C=C(O)C=C3O2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
ICLVCWSZHUZEFT-QNDFHXLGSA-N

> <FORMULA>
C21H20O10

> <MOLECULAR_WEIGHT>
432.381

> <EXACT_MASS>
432.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.551377061682814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
0.4386210403333334

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.180407716551963

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.577779430434239

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343686506

> <JCHEM_POLAR_SURFACE_AREA>
166.14

> <JCHEM_REFRACTIVITY>
105.0583

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041591
     RDKit          3D
Apigenin 4'-O-glucoside
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6056   -2.8479   -0.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -1.6836   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.4612   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675   -0.2385   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -0.0120    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022    1.2508    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520    1.4841    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    0.4402    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    0.6835    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707   -0.2117    0.1025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1395    0.1340   -1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4648   -0.2694   -0.8545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1807   -0.3154   -2.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -1.2206   -2.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1019    0.7303    0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4703    0.5017    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3567    0.6452    1.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0198    1.9295    1.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.2746    1.3701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5370   -1.5848    1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -0.8134   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267   -1.0262   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1051    0.7611    0.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009    0.6148    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    1.7269    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5941    1.5794    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834    2.7228    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    0.3725   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3882   -0.7614   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0013   -1.9433   -0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361   -0.5952   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997   -2.3184   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.0689    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4689    2.4707    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290   -1.2437   -0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -1.2916   -0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2704    0.6743   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967   -0.7454   -1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1070   -1.9563   -2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9147    1.7550   -0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6736    0.6690    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0865    0.2506    2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.9144    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    0.0577    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -2.2470    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130   -1.6627   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.0547   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7614    2.6830    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343    3.2691   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2861    0.2497   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7537   -2.8607   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 22  5  1  0
 31 24  1  0
 19 10  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  0
 17 42  1  1
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

HEADER    PROTEIN                                 13-APR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-APR-18         0                                  
HETATM    1  O   UNK     0    8673.9908673.074   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8680.6568680.019   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8683.3208675.401   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8684.6568674.632   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8683.3208681.559   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8685.9888680.019   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8685.9888676.940   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8671.3318673.074   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8668.6648677.714   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8679.3228679.252   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8677.9898680.022   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.6558679.252   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8676.6558677.712   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8677.9898676.942   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8679.3228677.712   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8673.9918677.705   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8672.6588676.935   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8672.6588675.395   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8673.9918674.625   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8675.3258675.395   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8675.3258676.935   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8683.3228680.022   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8681.9888679.252   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8681.9888677.712   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8683.3228676.942   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8684.6558677.712   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8684.6558679.252   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8671.3308677.705   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8669.9968676.935   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8669.9968675.395   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8671.3308674.625   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   10   23                                                       
CONECT    3    4   25                                                       
CONECT    4    3                                                            
CONECT    5   22                                                            
CONECT    6   27                                                            
CONECT    7   26                                                            
CONECT    8   31                                                            
CONECT    9   29                                                            
CONECT   10   11   15    2                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   17   21                                                       
CONECT   17   18   16   28                                                  
CONECT   18   17   19   31                                                  
CONECT   19   18   20    1                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   13                                                  
CONECT   22   23   27    5                                                  
CONECT   23   22   24    2                                                  
CONECT   24   23   25                                                       
CONECT   25   26   24    3                                                  
CONECT   26   25   27    7                                                  
CONECT   27   22   26    6                                                  
CONECT   28   29   17                                                       
CONECT   29   28   30    9                                                  
CONECT   30   29   31                                                       
CONECT   31   30    8   18                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0041591
HETATM    1  O1  UNL     1       5.606  -2.848  -0.553  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.195  -1.684  -0.337  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.836  -1.461  -0.269  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.268  -0.238  -0.039  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.824  -0.012   0.031  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.302   1.251   0.267  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.052   1.484   0.337  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.965   0.440   0.169  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.313   0.684   0.241  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.371  -0.212   0.102  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.140   0.134  -1.006  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.465  -0.269  -0.854  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.181  -0.315  -2.183  1.00  0.00           C  
HETATM   14  O4  UNL     1      -5.515  -1.221  -2.993  1.00  0.00           O  
HETATM   15  C11 UNL     1      -6.102   0.730   0.089  1.00  0.00           C  
HETATM   16  O5  UNL     1      -7.470   0.502   0.240  1.00  0.00           O  
HETATM   17  C12 UNL     1      -5.357   0.645   1.384  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.020   1.929   1.843  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.187  -0.275   1.370  1.00  0.00           C  
HETATM   20  O7  UNL     1      -4.537  -1.585   1.689  1.00  0.00           O  
HETATM   21  C14 UNL     1      -0.463  -0.813  -0.065  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.927  -1.026  -0.132  1.00  0.00           C  
HETATM   23  O8  UNL     1       4.105   0.761   0.122  1.00  0.00           O  
HETATM   24  C16 UNL     1       5.401   0.615   0.069  1.00  0.00           C  
HETATM   25  C17 UNL     1       6.231   1.727   0.250  1.00  0.00           C  
HETATM   26  C18 UNL     1       7.594   1.579   0.195  1.00  0.00           C  
HETATM   27  O9  UNL     1       8.383   2.723   0.383  1.00  0.00           O  
HETATM   28  C19 UNL     1       8.202   0.373  -0.032  1.00  0.00           C  
HETATM   29  C20 UNL     1       7.388  -0.761  -0.218  1.00  0.00           C  
HETATM   30  O10 UNL     1       8.001  -1.943  -0.442  1.00  0.00           O  
HETATM   31  C21 UNL     1       6.036  -0.595  -0.160  1.00  0.00           C  
HETATM   32  H1  UNL     1       3.200  -2.318  -0.409  1.00  0.00           H  
HETATM   33  H2  UNL     1       1.998   2.069   0.399  1.00  0.00           H  
HETATM   34  H3  UNL     1      -0.469   2.471   0.521  1.00  0.00           H  
HETATM   35  H4  UNL     1      -3.029  -1.244  -0.089  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.503  -1.292  -0.418  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.270   0.674  -2.646  1.00  0.00           H  
HETATM   38  H7  UNL     1      -7.197  -0.745  -1.985  1.00  0.00           H  
HETATM   39  H8  UNL     1      -5.107  -1.956  -2.479  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.915   1.755  -0.340  1.00  0.00           H  
HETATM   41  H10 UNL     1      -7.674   0.669   1.210  1.00  0.00           H  
HETATM   42  H11 UNL     1      -6.086   0.251   2.149  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.192   1.914   2.388  1.00  0.00           H  
HETATM   44  H13 UNL     1      -3.497   0.058   2.201  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.980  -2.247   1.202  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.113  -1.663  -0.203  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.235  -2.055  -0.322  1.00  0.00           H  
HETATM   48  H17 UNL     1       5.761   2.683   0.430  1.00  0.00           H  
HETATM   49  H18 UNL     1       8.634   3.269  -0.431  1.00  0.00           H  
HETATM   50  H19 UNL     1       9.286   0.250  -0.077  1.00  0.00           H  
HETATM   51  H20 UNL     1       7.754  -2.861  -0.600  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   31
CONECT    3    4    4   32
CONECT    4    5   23
CONECT    5    6    6   22
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   21
CONECT    9   10
CONECT   10   11   19   35
CONECT   11   12
CONECT   12   13   15   36
CONECT   13   14   37   38
CONECT   14   39
CONECT   15   16   17   40
CONECT   16   41
CONECT   17   18   19   42
CONECT   18   43
CONECT   19   20   44
CONECT   20   45
CONECT   21   22   22   46
CONECT   22   47
CONECT   23   24
CONECT   24   25   25   31
CONECT   25   26   48
CONECT   26   27   28   28
CONECT   27   49
CONECT   28   29   50
CONECT   29   30   31   31
CONECT   30   51
END

HMDB0041591
     RDKit          3D
Apigenin 4'-O-glucoside
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6056   -2.8479   -0.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -1.6836   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.4612   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675   -0.2385   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -0.0120    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022    1.2508    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520    1.4841    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    0.4402    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    0.6835    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707   -0.2117    0.1025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1395    0.1340   -1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4648   -0.2694   -0.8545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1807   -0.3154   -2.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -1.2206   -2.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1019    0.7303    0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4703    0.5017    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3567    0.6452    1.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0198    1.9295    1.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.2746    1.3701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5370   -1.5848    1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -0.8134   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267   -1.0262   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1051    0.7611    0.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009    0.6148    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    1.7269    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5941    1.5794    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834    2.7228    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    0.3725   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3882   -0.7614   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0013   -1.9433   -0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361   -0.5952   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997   -2.3184   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.0689    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4689    2.4707    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290   -1.2437   -0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -1.2916   -0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2704    0.6743   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967   -0.7454   -1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1070   -1.9563   -2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9147    1.7550   -0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6736    0.6690    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0865    0.2506    2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.9144    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    0.0577    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -2.2470    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130   -1.6627   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.0547   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7614    2.6830    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343    3.2691   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2861    0.2497   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7537   -2.8607   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 22  5  1  0
 31 24  1  0
 19 10  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  0
 17 42  1  1
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Apigenin 4'-beta-glucopyranoside	HMDB
Apigenin 4'-O-beta-D-glucopyranoside	HMDB
Apigenin 4'-O-beta-D-glucoside	HMDB
Apigenin 4'-O-β-D-glucopyranoside	HMDB
Apigenin 4'-O-β-D-glucoside	HMDB
Apigenin 4'-β-glucopyranoside	HMDB
Apigenin-4'-glucoside	HMDB
4',5,7-Trihydroxyflavone 4'-beta-D-glucoside	HMDB
4',5,7-Trihydroxyflavone 4'-β-D-glucoside	HMDB
4'-O-beta-D-Glucopyranosylapigenin	HMDB
4'-O-beta-D-Glucosylapigenin	HMDB
4'-O-Β-D-glucopyranosylapigenin	HMDB
4'-O-Β-D-glucosylapigenin	HMDB
Apigenin 4'-beta-D-glucoside	HMDB
Apigenin 4'-glucoside	HMDB
Apigenin 4'-O-beta-glucopyranoside	HMDB
Apigenin 4'-O-beta-glucoside	HMDB
Apigenin 4'-O-β-glucopyranoside	HMDB
Apigenin 4'-O-β-glucoside	HMDB
Apigenin 4'-β-D-glucoside	HMDB

Chemical Formula

C₂₁H₂₀O₁₀

Average Molecular Weight

432.381

Monoisotopic Molecular Weight

432.105646844

IUPAC Name

5,7-dihydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)chromen-4-one

CAS Registry Number

20486-34-4

SMILES

OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C=C(O)C=C3O2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

InChI Key

ICLVCWSZHUZEFT-QNDFHXLGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
Flavonoid-4p-o-glycoside
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Hexose monosaccharide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041591)
Cytoplasm (HMDB: HMDB0041591)

Source

Exogenous

Exogenous (HMDB: HMDB0041591)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	234 - 235 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.74 g/L	ALOGPS
logP	0.8	ALOGPS
logP	0.44	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	6.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.06 m³·mol⁻¹	ChemAxon
Polarizability	42.55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	195.884	30932474
DeepCCS	[M-H]-	193.488	30932474
DeepCCS	[M-2H]-	226.521	30932474
DeepCCS	[M+Na]+	201.796	30932474
AllCCS	[M+H]+	200.4	32859911
AllCCS	[M+H-H2O]+	197.9	32859911
AllCCS	[M+NH4]+	202.7	32859911
AllCCS	[M+Na]+	203.4	32859911
AllCCS	[M-H]-	197.2	32859911
AllCCS	[M+Na-2H]-	197.5	32859911
AllCCS	[M+HCOO]-	197.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.12 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0794 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.93 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	118.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1884.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	121.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	105.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	348.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	375.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	409.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	703.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	384.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1294.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	254.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	188.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apigenin 4'-O-glucoside	OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C=C(O)C=C3O2)[C@H](O)[C@@H](O)[C@@H]1O	5172.9	Standard polar	33892256
Apigenin 4'-O-glucoside	OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C=C(O)C=C3O2)[C@H](O)[C@@H](O)[C@@H]1O	4054.0	Standard non polar	33892256
Apigenin 4'-O-glucoside	OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C=C(O)C=C3O2)[C@H](O)[C@@H](O)[C@@H]1O	4334.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apigenin 4'-O-glucoside,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4196.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C1)O2	4213.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	4285.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@@H](O)[C@@H]1O	4209.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O	4204.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O	4190.4	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4060.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	4097.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	4103.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #12	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	4113.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #13	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@@H]1CO	4071.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #14	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O	4084.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #15	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C	4062.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4110.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	4086.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	4072.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	4089.4	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #6	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	4170.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)C=C1)O2	4055.4	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)C=C1)O2	4068.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)C=C1)O2	4076.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4048.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #10	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3994.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #11	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	4053.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #12	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	4053.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #13	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	4053.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #14	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)C=C1)O2	3942.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #15	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)C=C1)O2	3958.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #16	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C=C1)O2	3977.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #17	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	3978.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #18	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3993.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #19	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	4014.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3966.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #20	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O[Si](C)(C)C	3976.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3938.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3981.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	4005.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3981.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	4024.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3988.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TMS,isomer #9	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	4018.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3985.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #10	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3986.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	3985.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #12	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3989.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #13	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	4000.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #14	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C=C1)O2	3902.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #15	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3948.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3974.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3995.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3909.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3914.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3917.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3951.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3967.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TMS,isomer #9	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3966.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3979.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3976.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3986.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3936.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3981.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,5TMS,isomer #6	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3989.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3996.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4494.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C1)O2	4470.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	4527.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@@H](O)[C@@H]1O	4483.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O	4471.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O	4463.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4557.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	4601.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4600.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4601.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@@H]1CO	4543.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O	4564.4	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4530.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4629.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4572.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4548.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4572.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	4658.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)C=C1)O2	4541.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C=C1)O2	4541.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4540.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4795.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4656.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	4794.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4804.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4788.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C=C1)O2	4639.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4652.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4663.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4698.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4710.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4718.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4647.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	4652.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4639.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4664.7	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4713.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4710.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4735.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4648.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4670.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4913.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4766.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4901.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4907.3	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4912.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4754.9	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4813.8	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4907.6	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4917.2	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4762.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4794.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4776.5	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4824.0	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4851.1	Semi standard non polar	33892256
Apigenin 4'-O-glucoside,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=C(C3=CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4836.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Apigenin 4'-O-glucoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 10V, Positive-QTOF	splash10-00e9-0090800000-758c52638dfcbf15a790	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 20V, Positive-QTOF	splash10-00di-0090000000-a5dbfccb3855cc58b18f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 40V, Positive-QTOF	splash10-00dl-3390000000-213e2b8899fa9bbfd250	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 10V, Negative-QTOF	splash10-00lr-0150900000-4a412335aae7707a43d5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 20V, Negative-QTOF	splash10-014i-1090200000-7e0b30c87554bf1268d7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 40V, Negative-QTOF	splash10-014i-2190000000-d556fba520bc637e0ef9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 10V, Negative-QTOF	splash10-001i-0000900000-96b50b9840c4a64e416b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 20V, Negative-QTOF	splash10-001i-0000900000-9eea965addbce350e503	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 40V, Negative-QTOF	splash10-0fk9-0509200000-b0ffdd53a232e0a53feb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 10V, Positive-QTOF	splash10-001i-0000900000-509ee28ef47ce2bd195a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 20V, Positive-QTOF	splash10-001i-0000900000-509ee28ef47ce2bd195a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 4'-O-glucoside 40V, Positive-QTOF	splash10-0f89-0941600000-829f7947f7fdef76b37a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00004149

Chemspider ID

4590503

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5491384

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Apigenin 4'-O-glucoside (HMDB0041591)

MOL for HMDB0041591 (Apigenin 4'-O-glucoside)

3D MOL for HMDB0041591 (Apigenin 4'-O-glucoside)

3D SDF for HMDB0041591 (Apigenin 4'-O-glucoside)

3D-SDF for HMDB0041591 (Apigenin 4'-O-glucoside)

PDB for HMDB0041591 (Apigenin 4'-O-glucoside)

3D PDB for HMDB0041591 (Apigenin 4'-O-glucoside)

SMILES for HMDB0041591 (Apigenin 4'-O-glucoside)

INCHI for HMDB0041591 (Apigenin 4'-O-glucoside)

Structure for HMDB0041591 (Apigenin 4'-O-glucoside)

3D Structure for HMDB0041591 (Apigenin 4'-O-glucoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra