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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:42:40 UTC

Update Date

2022-03-07 02:55:45 UTC

HMDB ID

HMDB0038396

Secondary Accession Numbers

HMDB38396

Metabolite Identification

Common Name

Gancaonin D

Description

Gancaonin D belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Thus, gancaonin D is considered to be a flavonoid. Gancaonin D has been detected, but not quantified in, herbs and spices. This could make gancaonin D a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Gancaonin D.

Structure

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


  Mrv0541 05061310252D          

 28 30  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  3  2  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  6  1  0  0  0  0
 18 16  2  0  0  0  0
 19 17  2  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 20  2  0  0  0  0
 27  2  1  0  0  0  0
 27 18  1  0  0  0  0
 28 10  1  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0038396
     RDKit          3D
Gancaonin D
 48 50  0  0  0  0  0  0  0  0999 V2000
   -8.1533    1.0710    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3007    0.7442   -0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9302    0.5784    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744    0.7337    1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961    0.5562    1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757    0.2336    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352    0.0504    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683    0.8900    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234    0.6777    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.3820    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.5827    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924    0.4329    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.0054    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    0.7151    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9106   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8866    0.2990    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6478    1.3160    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.6594   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -1.8252   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853   -2.5817   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -2.4162   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660   -3.3359   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321   -1.3027   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2093   -1.0759   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969   -1.8653   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634    0.0871   -1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385    0.2562   -1.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520    0.1157   -2.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2030    0.9478    0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0444    0.4191    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735    2.1485    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8590    0.9868    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    0.6885    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    1.7677    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    1.4618    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152    0.4064    2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8761    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985    2.8013    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256    2.1677   -1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    1.7272   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9610   -0.6231    1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.1007   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133    2.0016    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6421   -2.6115   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -3.4301   -1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -3.4462   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3112   -0.1628   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4412   -0.1217   -3.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  6 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24  7  1  0
 23 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 26 47  1  0
 28 48  1  0
M  END


  Mrv0541 05061310252D          

 28 30  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  3  2  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  6  1  0  0  0  0
 18 16  2  0  0  0  0
 19 17  2  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 20  2  0  0  0  0
 27  2  1  0  0  0  0
 27 18  1  0  0  0  0
 28 10  1  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038396

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1)C1=COC2=C(C\C=C(/C)CO)C(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O7/c1-11(9-22)3-5-13-15(23)8-17(25)19-20(26)14(10-28-21(13)19)12-4-6-18(27-2)16(24)7-12/h3-4,6-8,10,22-25H,5,9H2,1-2H3/b11-3+

> <INCHI_KEY>
UCKSAYIMWMIZQJ-QDEBKDIKSA-N

> <FORMULA>
C21H20O7

> <MOLECULAR_WEIGHT>
384.3793

> <EXACT_MASS>
384.120902994

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05682083722475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
3.3669969666666666

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.931957816442095

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.422414802430994

> <JCHEM_PKA_STRONGEST_BASIC>
-2.725816569386917

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
104.16359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin D

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038396
     RDKit          3D
Gancaonin D
 48 50  0  0  0  0  0  0  0  0999 V2000
   -8.1533    1.0710    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3007    0.7442   -0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9302    0.5784    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744    0.7337    1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961    0.5562    1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757    0.2336    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352    0.0504    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683    0.8900    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234    0.6777    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.3820    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.5827    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924    0.4329    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.0054    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    0.7151    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9106   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8866    0.2990    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6478    1.3160    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.6594   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -1.8252   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853   -2.5817   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -2.4162   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660   -3.3359   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321   -1.3027   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2093   -1.0759   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969   -1.8653   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634    0.0871   -1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385    0.2562   -1.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520    0.1157   -2.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2030    0.9478    0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0444    0.4191    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735    2.1485    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8590    0.9868    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    0.6885    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    1.7677    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    1.4618    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152    0.4064    2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8761    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985    2.8013    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256    2.1677   -1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    1.7272   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9610   -0.6231    1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.1007   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133    2.0016    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6421   -2.6115   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -3.4301   -1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -3.4462   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3112   -0.1628   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4412   -0.1217   -3.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  6 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24  7  1  0
 23 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 26 47  1  0
 28 48  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   27                                                            
CONECT    3    5   11                                                       
CONECT    4    6   12                                                       
CONECT    5    3   13                                                       
CONECT    6    4   18                                                       
CONECT    7   12   16                                                       
CONECT    8   15   17                                                       
CONECT    9   11   22                                                       
CONECT   10   14   28                                                       
CONECT   11    1    3    9                                                  
CONECT   12    4    7   14                                                  
CONECT   13    5   15   21                                                  
CONECT   14   10   12   20                                                  
CONECT   15    8   13   23                                                  
CONECT   16    7   18   24                                                  
CONECT   17    8   19   25                                                  
CONECT   18    6   16   27                                                  
CONECT   19   17   20   21                                                  
CONECT   20   14   19   26                                                  
CONECT   21   13   19   28                                                  
CONECT   22    9                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   20                                                            
CONECT   27    2   18                                                       
CONECT   28   10   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0038396
HETATM    1  C1  UNL     1      -8.153   1.071   1.007  1.00  0.00           C  
HETATM    2  O1  UNL     1      -7.301   0.744  -0.057  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.930   0.578   0.030  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.274   0.734   1.239  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.896   0.556   1.273  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.176   0.234   0.148  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.735   0.050   0.196  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.868   0.890   0.812  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.423   0.678   0.813  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.923  -0.382   0.200  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.311  -0.583   0.216  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.092   0.433   0.926  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.506   0.005   1.027  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.453   0.715   0.420  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.061   1.911  -0.341  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.887   0.299   0.518  1.00  0.00           C  
HETATM   17  O3  UNL     1       7.648   1.316   1.111  1.00  0.00           O  
HETATM   18  C15 UNL     1       2.856  -1.659  -0.405  1.00  0.00           C  
HETATM   19  O4  UNL     1       4.241  -1.825  -0.371  1.00  0.00           O  
HETATM   20  C16 UNL     1       2.085  -2.582  -1.063  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.683  -2.416  -1.101  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.066  -3.336  -1.755  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.132  -1.303  -0.458  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.209  -1.076  -0.455  1.00  0.00           C  
HETATM   25  O6  UNL     1      -1.997  -1.865  -1.030  1.00  0.00           O  
HETATM   26  C20 UNL     1      -3.863   0.087  -1.038  1.00  0.00           C  
HETATM   27  C21 UNL     1      -5.238   0.256  -1.114  1.00  0.00           C  
HETATM   28  O7  UNL     1      -5.952   0.116  -2.291  1.00  0.00           O  
HETATM   29  H1  UNL     1      -9.203   0.948   0.635  1.00  0.00           H  
HETATM   30  H2  UNL     1      -8.044   0.419   1.893  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.073   2.148   1.319  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.859   0.987   2.110  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.427   0.688   2.243  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.304   1.768   1.317  1.00  0.00           H  
HETATM   35  H7  UNL     1       2.984   1.462   0.521  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.715   0.406   2.001  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.774  -0.876   1.610  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.898   2.801   0.293  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.926   2.168  -1.026  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.219   1.727  -1.053  1.00  0.00           H  
HETATM   41  H13 UNL     1       6.961  -0.623   1.122  1.00  0.00           H  
HETATM   42  H14 UNL     1       7.346   0.101  -0.465  1.00  0.00           H  
HETATM   43  H15 UNL     1       7.013   2.002   1.437  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.642  -2.612  -0.826  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.536  -3.430  -1.550  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.994  -3.446  -1.912  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.311  -0.163  -1.920  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.441  -0.122  -3.132  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   26
CONECT    7    8    8   24
CONECT    8    9   34
CONECT    9   10
CONECT   10   11   11   23
CONECT   11   12   18
CONECT   12   13   35   36
CONECT   13   14   14   37
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   17   41   42
CONECT   17   43
CONECT   18   19   20   20
CONECT   19   44
CONECT   20   21   45
CONECT   21   22   23   23
CONECT   22   46
CONECT   23   24
CONECT   24   25   25
CONECT   26   27   27   47
CONECT   27   28
CONECT   28   48
END

HMDB0038396
     RDKit          3D
Gancaonin D
 48 50  0  0  0  0  0  0  0  0999 V2000
   -8.1533    1.0710    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3007    0.7442   -0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9302    0.5784    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744    0.7337    1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961    0.5562    1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757    0.2336    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352    0.0504    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683    0.8900    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234    0.6777    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.3820    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.5827    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924    0.4329    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.0054    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    0.7151    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9106   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8866    0.2990    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6478    1.3160    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.6594   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -1.8252   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853   -2.5817   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -2.4162   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660   -3.3359   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321   -1.3027   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2093   -1.0759   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969   -1.8653   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634    0.0871   -1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385    0.2562   -1.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520    0.1157   -2.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2030    0.9478    0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0444    0.4191    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735    2.1485    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8590    0.9868    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    0.6885    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    1.7677    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    1.4618    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152    0.4064    2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8761    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985    2.8013    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256    2.1677   -1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    1.7272   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9610   -0.6231    1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.1007   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133    2.0016    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6421   -2.6115   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -3.4301   -1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -3.4462   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3112   -0.1628   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4412   -0.1217   -3.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  6 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24  7  1  0
 23 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 26 47  1  0
 28 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',5,7-Trihydroxy-4'-methoxy-8-(4-hydroxyprenyl)isoflavone	HMDB

Chemical Formula

C₂₁H₂₀O₇

Average Molecular Weight

384.3793

Monoisotopic Molecular Weight

384.120902994

IUPAC Name

5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

gancaonin D

CAS Registry Number

124596-88-9

SMILES

COC1=C(O)C=C(C=C1)C1=COC2=C(C\C=C(/C)CO)C(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C21H20O7/c1-11(9-22)3-5-13-15(23)8-17(25)19-20(26)14(10-28-21(13)19)12-4-6-18(27-2)16(24)7-12/h3-4,6-8,10,22-25H,5,9H2,1-2H3/b11-3+

InChI Key

UCKSAYIMWMIZQJ-QDEBKDIKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

3'-hydroxy,4'-methoxyisoflavonoid
4p-o-methylisoflavone
Isoflavone
Hydroxyisoflavonoid
Chromone
Methoxyphenol
1-benzopyran
Benzopyran
Phenol ether
Phenoxy compound
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Ether
Organoheterocyclic compound
Oxacycle
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050263 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038396)
Cell membrane (HMDB: HMDB0038396)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038396)

Source

Exogenous

Exogenous (HMDB: HMDB0038396)

Food

Food (HMDB: HMDB0038396)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038396)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038396)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	234 - 236 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	43.08 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.02	ALOGPS
logP	3.37	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	104.16 m³·mol⁻¹	ChemAxon
Polarizability	40.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	185.551	30932474
DeepCCS	[M-H]-	183.194	30932474
DeepCCS	[M-2H]-	216.887	30932474
DeepCCS	[M+Na]+	192.116	30932474
AllCCS	[M+H]+	192.3	32859911
AllCCS	[M+H-H2O]+	189.4	32859911
AllCCS	[M+NH4]+	195.0	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	191.6	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.7	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.	7.14 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3659 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.88 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2454.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	215.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	158.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	515.7 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	535.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	980.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	458.7 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	1373.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	307.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	240.3 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	22.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin D	COC1=C(O)C=C(C=C1)C1=COC2=C(C\C=C(/C)CO)C(O)=CC(O)=C2C1=O	5409.6	Standard polar	33892256
Gancaonin D	COC1=C(O)C=C(C=C1)C1=COC2=C(C\C=C(/C)CO)C(O)=CC(O)=C2C1=O	3468.4	Standard non polar	33892256
Gancaonin D	COC1=C(O)C=C(C=C1)C1=COC2=C(C\C=C(/C)CO)C(O)=CC(O)=C2C1=O	3741.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin D,1TMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C	3610.3	Semi standard non polar	33892256
Gancaonin D,1TMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O)=CC(O)=C3C2=O)C=C1O	3647.6	Semi standard non polar	33892256
Gancaonin D,1TMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O	3584.6	Semi standard non polar	33892256
Gancaonin D,1TMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O	3601.3	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C	3508.9	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C	3482.2	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C	3480.9	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O	3457.1	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #5	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O	3469.2	Semi standard non polar	33892256
Gancaonin D,2TMS,isomer #6	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O	3462.7	Semi standard non polar	33892256
Gancaonin D,3TMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C	3404.8	Semi standard non polar	33892256
Gancaonin D,3TMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C	3398.3	Semi standard non polar	33892256
Gancaonin D,3TMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C	3408.5	Semi standard non polar	33892256
Gancaonin D,3TMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O	3419.9	Semi standard non polar	33892256
Gancaonin D,4TMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C	3398.2	Semi standard non polar	33892256
Gancaonin D,1TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3894.7	Semi standard non polar	33892256
Gancaonin D,1TBDMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O)=CC(O)=C3C2=O)C=C1O	3955.1	Semi standard non polar	33892256
Gancaonin D,1TBDMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O	3873.3	Semi standard non polar	33892256
Gancaonin D,1TBDMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O	3889.9	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4077.2	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4005.6	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4014.9	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O	4021.2	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #5	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O	4028.1	Semi standard non polar	33892256
Gancaonin D,2TBDMS,isomer #6	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O	3970.5	Semi standard non polar	33892256
Gancaonin D,3TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4139.1	Semi standard non polar	33892256
Gancaonin D,3TBDMS,isomer #2	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4139.0	Semi standard non polar	33892256
Gancaonin D,3TBDMS,isomer #3	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4088.3	Semi standard non polar	33892256
Gancaonin D,3TBDMS,isomer #4	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O	4168.4	Semi standard non polar	33892256
Gancaonin D,4TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(C/C=C(\C)CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	4273.3	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 - Gancaonin D GC-MS (Non-derivatized) - 70eV, Positive	splash10-1000-0109000000-01557bbfcb5ede7a193a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin D GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-2000029000-edf5600893eb4b0f83c1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin D 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 - Gancaonin D 10V, Positive-QTOF	splash10-014r-1009000000-13b230f9e33437590b95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 20V, Positive-QTOF	splash10-01b9-3109000000-72e5b4392b9c1d9222e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 40V, Positive-QTOF	splash10-0fk9-9413000000-69760b6af5026efed87d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 10V, Negative-QTOF	splash10-001i-0009000000-04a6e490c0b990ae7b4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 20V, Negative-QTOF	splash10-0fsi-0039000000-baad4d64fc2919ae8033	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 40V, Negative-QTOF	splash10-0l70-3449000000-97bb7a45184264259884	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 10V, Negative-QTOF	splash10-001i-0009000000-6bde363ee911627b1431	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 20V, Negative-QTOF	splash10-0f89-0009000000-e76819e5875942c59fd8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 40V, Negative-QTOF	splash10-001r-0059000000-29a639ec2d2838d5cb8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 10V, Positive-QTOF	splash10-000i-0009000000-477851511ea0facd835a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 20V, Positive-QTOF	splash10-03di-0019000000-d93598edf631cac4d9d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin D 40V, Positive-QTOF	splash10-0016-3096000000-6dc3d760c3a1ec6d125b	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB017747

KNApSAcK ID

C00009904

Chemspider ID

4476336

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5317481

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1867961

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 Gancaonin D (HMDB0038396)

MOL for HMDB0038396 (Gancaonin D)

3D MOL for HMDB0038396 (Gancaonin D)

3D SDF for HMDB0038396 (Gancaonin D)

3D-SDF for HMDB0038396 (Gancaonin D)

PDB for HMDB0038396 (Gancaonin D)

3D PDB for HMDB0038396 (Gancaonin D)

SMILES for HMDB0038396 (Gancaonin D)

INCHI for HMDB0038396 (Gancaonin D)

Structure for HMDB0038396 (Gancaonin D)

3D Structure for HMDB0038396 (Gancaonin D)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra