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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:51:52 UTC

Update Date

2021-09-26 23:17:44 UTC

HMDB ID

HMDB0259901

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Wogonoside

Description

3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Wogonoside is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Wogonoside is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652310051719442D          

 33 36  0  0  0  0            999 V2000
    2.8579   -1.6500    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -0.0000    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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 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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  2  0  0  0  0
 24 11  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 28 21  2  0  0  0  0
 29 21  1  0  0  0  0
 30  1  1  0  0  0  0
 30 18  1  0  0  0  0
 31 12  1  0  0  0  0
 31 19  1  0  0  0  0
 32 13  1  0  0  0  0
 32 22  1  0  0  0  0
 33 20  1  0  0  0  0
 33 22  1  0  0  0  0
M  END

HMDB0259901
     RDKit          3D
Wogonoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.2508   -2.5153   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.4311    0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6785   -0.2089    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.1299   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -0.7806    0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.7283   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -0.7825    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324   -0.3834    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101    1.1067    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    1.8255    0.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2258    1.7268    0.5563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953   -1.1099   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5463   -0.1679   -0.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -1.8573   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -1.2172   -2.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -1.9642   -0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -3.0753   -0.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077    1.3201   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2056   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    3.3665   -1.5829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    1.8572   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.6765   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3932    3.7764   -1.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051    2.2348   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    1.0218    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    0.5495    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -0.6903    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6850   -1.1629    1.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8263   -0.4127    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7207    0.8230    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    1.2875    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.2754    0.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.6466    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444   -2.4600   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -2.3761   -1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349   -3.4813    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.1941   -0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -0.5737    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6506    2.3544    1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4011   -1.8501    0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3891   -0.1214   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016   -2.8943   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.2345   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470   -2.0912   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927   -2.8987    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.5924   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    4.1130   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377    2.8958   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.2671    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7634   -2.1432    2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8028   -0.7661    1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6191    1.4075    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.2581    0.0344 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 25 32  1  0
 32 33  1  0
 33  3  1  0
 16  6  1  0
 33 21  2  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
M  END


  Mrv1652310051719442D          

 33 36  0  0  0  0            999 V2000
    2.8579   -1.6500    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -0.0000    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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 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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  2  0  0  0  0
 24 11  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 28 21  2  0  0  0  0
 29 21  1  0  0  0  0
 30  1  1  0  0  0  0
 30 18  1  0  0  0  0
 31 12  1  0  0  0  0
 31 19  1  0  0  0  0
 32 13  1  0  0  0  0
 32 22  1  0  0  0  0
 33 20  1  0  0  0  0
 33 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259901

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)

> <INCHI_KEY>
LNOHXHDWGCMVCO-UHFFFAOYSA-N

> <FORMULA>
C22H20O11

> <MOLECULAR_WEIGHT>
460.391

> <EXACT_MASS>
460.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.236284683014794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
0.9047896343333338

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.836534449702756

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7056924042498642

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279933102004

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999995

> <JCHEM_REFRACTIVITY>
109.40799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxy]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259901
     RDKit          3D
Wogonoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.2508   -2.5153   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.4311    0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6785   -0.2089    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.1299   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -0.7806    0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.7283   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -0.7825    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324   -0.3834    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101    1.1067    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    1.8255    0.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2258    1.7268    0.5563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953   -1.1099   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5463   -0.1679   -0.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -1.8573   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -1.2172   -2.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -1.9642   -0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -3.0753   -0.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077    1.3201   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2056   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    3.3665   -1.5829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    1.8572   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.6765   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3932    3.7764   -1.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051    2.2348   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    1.0218    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    0.5495    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -0.6903    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6850   -1.1629    1.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8263   -0.4127    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7207    0.8230    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    1.2875    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.2754    0.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.6466    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444   -2.4600   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -2.3761   -1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349   -3.4813    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.1941   -0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -0.5737    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6506    2.3544    1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4011   -1.8501    0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3891   -0.1214   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016   -2.8943   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.2345   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470   -2.0912   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927   -2.8987    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.5924   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    4.1130   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377    2.8958   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.2671    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7634   -2.1432    2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8028   -0.7661    1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6191    1.4075    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.2581    0.0344 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 25 32  1  0
 32 33  1  0
 33  3  1  0
 16  6  1  0
 33 21  2  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
M  END

HEADER    PROTEIN                                 05-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-17         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.670  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
CONECT    1   30                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7   10   12                                                       
CONECT    8   11   13                                                       
CONECT    9    5    6   12                                                  
CONECT   10    7   14   23                                                  
CONECT   11    8   14   24                                                  
CONECT   12    7    9   31                                                  
CONECT   13    8   18   32                                                  
CONECT   14   10   11   19                                                  
CONECT   15   16   17   25                                                  
CONECT   16   15   20   26                                                  
CONECT   17   15   22   27                                                  
CONECT   18   13   19   30                                                  
CONECT   19   14   18   31                                                  
CONECT   20   16   21   33                                                  
CONECT   21   20   28   29                                                  
CONECT   22   17   32   33                                                  
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   17                                                            
CONECT   28   21                                                            
CONECT   29   21                                                            
CONECT   30    1   18                                                       
CONECT   31   12   19                                                       
CONECT   32   13   22                                                       
CONECT   33   20   22                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0259901
HETATM    1  C1  UNL     1       1.251  -2.515  -0.012  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.943  -1.431   0.857  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.678  -0.209   0.238  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.630   0.130  -0.138  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.619  -0.781   0.126  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.970  -0.728  -0.123  1.00  0.00           C  
HETATM    7  O3  UNL     1      -3.632  -0.783   1.113  1.00  0.00           O  
HETATM    8  C5  UNL     1      -4.932  -0.383   0.913  1.00  0.00           C  
HETATM    9  C6  UNL     1      -5.010   1.107   0.781  1.00  0.00           C  
HETATM   10  O4  UNL     1      -3.987   1.826   0.870  1.00  0.00           O  
HETATM   11  O5  UNL     1      -6.226   1.727   0.556  1.00  0.00           O  
HETATM   12  C7  UNL     1      -5.695  -1.110  -0.131  1.00  0.00           C  
HETATM   13  O6  UNL     1      -6.546  -0.168  -0.757  1.00  0.00           O  
HETATM   14  C8  UNL     1      -4.927  -1.857  -1.148  1.00  0.00           C  
HETATM   15  O7  UNL     1      -5.083  -1.217  -2.396  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.451  -1.964  -0.869  1.00  0.00           C  
HETATM   17  O8  UNL     1      -3.122  -3.075  -0.095  1.00  0.00           O  
HETATM   18  C10 UNL     1      -0.908   1.320  -0.744  1.00  0.00           C  
HETATM   19  C11 UNL     1       0.161   2.206  -0.984  1.00  0.00           C  
HETATM   20  O9  UNL     1      -0.156   3.366  -1.583  1.00  0.00           O  
HETATM   21  C12 UNL     1       1.459   1.857  -0.605  1.00  0.00           C  
HETATM   22  C13 UNL     1       2.544   2.677  -0.810  1.00  0.00           C  
HETATM   23  O10 UNL     1       2.393   3.776  -1.353  1.00  0.00           O  
HETATM   24  C14 UNL     1       3.805   2.235  -0.393  1.00  0.00           C  
HETATM   25  C15 UNL     1       4.002   1.022   0.210  1.00  0.00           C  
HETATM   26  C16 UNL     1       5.330   0.549   0.653  1.00  0.00           C  
HETATM   27  C17 UNL     1       5.462  -0.690   1.258  1.00  0.00           C  
HETATM   28  C18 UNL     1       6.685  -1.163   1.684  1.00  0.00           C  
HETATM   29  C19 UNL     1       7.826  -0.413   1.520  1.00  0.00           C  
HETATM   30  C20 UNL     1       7.721   0.823   0.921  1.00  0.00           C  
HETATM   31  C21 UNL     1       6.478   1.288   0.496  1.00  0.00           C  
HETATM   32  O11 UNL     1       2.937   0.275   0.385  1.00  0.00           O  
HETATM   33  C22 UNL     1       1.734   0.647   0.011  1.00  0.00           C  
HETATM   34  H1  UNL     1       2.344  -2.460  -0.201  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.761  -2.376  -1.016  1.00  0.00           H  
HETATM   36  H3  UNL     1       0.935  -3.481   0.396  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.274   0.194  -0.608  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.472  -0.574   1.900  1.00  0.00           H  
HETATM   39  H6  UNL     1      -6.651   2.354   1.206  1.00  0.00           H  
HETATM   40  H7  UNL     1      -6.401  -1.850   0.351  1.00  0.00           H  
HETATM   41  H8  UNL     1      -7.389  -0.121  -0.268  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.302  -2.894  -1.312  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.117  -0.235  -2.243  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.947  -2.091  -1.849  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.293  -2.899   0.426  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.910   1.592  -1.039  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.388   4.113  -1.844  1.00  0.00           H  
HETATM   48  H15 UNL     1       4.638   2.896  -0.566  1.00  0.00           H  
HETATM   49  H16 UNL     1       4.545  -1.267   1.377  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.763  -2.143   2.158  1.00  0.00           H  
HETATM   51  H18 UNL     1       8.803  -0.766   1.849  1.00  0.00           H  
HETATM   52  H19 UNL     1       8.619   1.407   0.796  1.00  0.00           H  
HETATM   53  H20 UNL     1       6.446   2.258   0.034  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   33
CONECT    4    5   18
CONECT    5    6
CONECT    6    7   16   37
CONECT    7    8
CONECT    8    9   12   38
CONECT    9   10   10   11
CONECT   11   39
CONECT   12   13   14   40
CONECT   13   41
CONECT   14   15   16   42
CONECT   15   43
CONECT   16   17   44
CONECT   17   45
CONECT   18   19   19   46
CONECT   19   20   21
CONECT   20   47
CONECT   21   22   33   33
CONECT   22   23   23   24
CONECT   24   25   25   48
CONECT   25   26   32
CONECT   26   27   27   31
CONECT   27   28   49
CONECT   28   29   29   50
CONECT   29   30   51
CONECT   30   31   31   52
CONECT   31   53
CONECT   32   33
END

HMDB0259901
     RDKit          3D
Wogonoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.2508   -2.5153   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.4311    0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6785   -0.2089    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.1299   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -0.7806    0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.7283   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -0.7825    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324   -0.3834    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101    1.1067    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    1.8255    0.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2258    1.7268    0.5563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953   -1.1099   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5463   -0.1679   -0.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -1.8573   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -1.2172   -2.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -1.9642   -0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -3.0753   -0.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077    1.3201   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2056   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    3.3665   -1.5829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    1.8572   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.6765   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3932    3.7764   -1.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051    2.2348   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    1.0218    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    0.5495    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -0.6903    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6850   -1.1629    1.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8263   -0.4127    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7207    0.8230    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    1.2875    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.2754    0.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.6466    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444   -2.4600   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -2.3761   -1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349   -3.4813    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.1941   -0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -0.5737    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6506    2.3544    1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4011   -1.8501    0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3891   -0.1214   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016   -2.8943   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.2345   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470   -2.0912   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927   -2.8987    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.5924   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    4.1130   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377    2.8958   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.2671    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7634   -2.1432    2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8028   -0.7661    1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6191    1.4075    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.2581    0.0344 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 25 32  1  0
 32 33  1  0
 33  3  1  0
 16  6  1  0
 33 21  2  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₀O₁₁

Average Molecular Weight

460.391

Monoisotopic Molecular Weight

460.100561464

IUPAC Name

3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)

InChI Key

LNOHXHDWGCMVCO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
8-methoxyflavonoid-skeleton
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Anisole
Pyranone
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Pyran
Oxane
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Acetal
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	1.16	ALOGPS
logP	0.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.41 m³·mol⁻¹	ChemAxon
Polarizability	44.24 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
AllCCS	[M+H]+	205.958	32859911
AllCCS	[M+H-H2O]+	203.582	32859911
AllCCS	[M+Na]+	208.764	32859911
AllCCS	[M+NH4]+	208.141	32859911
AllCCS	[M-H]-	203.292	32859911
AllCCS	[M+Na-2H]-	203.715	32859911
AllCCS	[M+HCOO]-	204.335	32859911
DeepCCS	[M+H]+	197.496	30932474
DeepCCS	[M-H]-	195.1	30932474
DeepCCS	[M-2H]-	227.983	30932474
DeepCCS	[M+Na]+	203.408	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wogonoside	COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1	5119.0	Standard polar	33892256
Wogonoside	COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1	4038.2	Standard non polar	33892256
Wogonoside	COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C2=C1OC(=CC2=O)C1=CC=CC=C1	4254.4	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 - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-9206400000-7ffdddb1310dd8e866bd	2018-04-09	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-05	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 - Wogonoside 10V, Positive-QTOF	splash10-000l-0090800000-00fd8b803e261dd7cfdf	2018-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wogonoside 20V, Positive-QTOF	splash10-00kr-0090000000-aba984c4f6511b616719	2018-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wogonoside 40V, Positive-QTOF	splash10-014r-1490000000-b9a5e37b2d65a82c4f3c	2018-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wogonoside 10V, Negative-QTOF	splash10-0a59-1240900000-f809a07f357f5d1ed4e5	2018-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wogonoside 20V, Negative-QTOF	splash10-00lr-2291200000-bf3f390cc976e312b31e	2018-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wogonoside 40V, Negative-QTOF	splash10-00lr-2290000000-7c72b92c55fbb268cc20	2018-04-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

Chemspider ID

10177089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12004622

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Wogonoside (HMDB0259901)

MOL for HMDB0259901 (Wogonoside)

3D MOL for HMDB0259901 (Wogonoside)

3D SDF for HMDB0259901 (Wogonoside)

3D-SDF for HMDB0259901 (Wogonoside)

PDB for HMDB0259901 (Wogonoside)

3D PDB for HMDB0259901 (Wogonoside)

SMILES for HMDB0259901 (Wogonoside)

INCHI for HMDB0259901 (Wogonoside)

Structure for HMDB0259901 (Wogonoside)

3D Structure for HMDB0259901 (Wogonoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra