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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:58:53 UTC

Update Date

2021-09-26 23:14:29 UTC

HMDB ID

HMDB0257878

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid

Description

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Based on a literature review very few articles have been published on (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s,3s,4s,5r)-3,4,5-trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid 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


  Mrv1652309112120592D          

 32 35  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -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   -1.2375    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
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    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
    3.5724   -1.2375    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    5.0013   -2.8875    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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 21 29  1  0  0  0  0
 20 30  1  0  0  0  0
 12 31  1  0  0  0  0
  3 32  1  0  0  0  0
M  END

HMDB0257878
     RDKit          3D
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-...
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.8368    1.2786    3.9521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    0.3711    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    0.1761    4.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.4410    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.0024    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -0.3320    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.4844    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126   -1.5551   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757   -2.7515   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0912   -3.8131   -1.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -5.0223   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -3.6949   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -2.5020   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -2.4156   -1.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3024   -1.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -0.1867   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    1.0396   -1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    1.7562    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097    2.9494    0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    3.4317   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1032    4.6053   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4820    2.7250   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736    1.5474   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -0.2657   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707    0.7540   -0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4508   -0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8306    0.7224   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    0.2019   -1.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0859    0.9873    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126    2.0234    1.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -0.2180    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6438    0.1242    2.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267    0.9815    4.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -1.5057    2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -1.2759    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -2.9277   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2530   -5.1304   -2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -4.5476   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8940   -1.2107   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    1.4518    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    3.4974    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0409    4.6768   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140    3.1379   -2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    1.0435   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    1.6774   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.4913   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9279    1.3011   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4783    2.8168    0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310   -1.0966    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953   -0.6541    2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 24 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 26  8  1  0
 26 13  2  0
 23 17  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
 32 50  1  0
M  END


  Mrv1652309112120592D          

 32 35  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -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   -1.2375    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
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    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
    3.5724   -1.2375    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    5.0013   -2.8875    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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 21 29  1  0  0  0  0
 20 30  1  0  0  0  0
 12 31  1  0  0  0  0
  3 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257878

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OC2=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=CC(O)=C2)OC(C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)11-7-30-12-5-10(23)6-13(14(12)15(11)24)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)

> <INCHI_KEY>
IOJNOBYNWXBNBY-UHFFFAOYSA-N

> <FORMULA>
C21H18O11

> <MOLECULAR_WEIGHT>
446.364

> <EXACT_MASS>
446.0849114

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.710374289200566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
0.47907883433333376

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.497750877111984

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.732676958029322

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868270616706376

> <JCHEM_POLAR_SURFACE_AREA>
183.20999999999998

> <JCHEM_REFRACTIVITY>
103.69469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-{[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257878
     RDKit          3D
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-...
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.8368    1.2786    3.9521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    0.3711    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    0.1761    4.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.4410    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.0024    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -0.3320    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.4844    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126   -1.5551   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757   -2.7515   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0912   -3.8131   -1.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -5.0223   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -3.6949   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -2.5020   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -2.4156   -1.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3024   -1.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -0.1867   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    1.0396   -1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    1.7562    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097    2.9494    0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    3.4317   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1032    4.6053   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4820    2.7250   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736    1.5474   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -0.2657   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707    0.7540   -0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4508   -0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8306    0.7224   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    0.2019   -1.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0859    0.9873    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126    2.0234    1.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -0.2180    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6438    0.1242    2.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267    0.9815    4.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -1.5057    2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -1.2759    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -2.9277   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2530   -5.1304   -2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -4.5476   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8940   -1.2107   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    1.4518    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    3.4974    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0409    4.6768   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140    3.1379   -2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    1.0435   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    1.6774   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.4913   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9279    1.3011   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4783    2.8168    0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310   -1.0966    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953   -0.6541    2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 24 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 26  8  1  0
 26 13  2  0
 23 17  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
 32 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   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  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   30                                                  
CONECT   21   20   22   29                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   22                                                            
CONECT   29   21                                                            
CONECT   30   20                                                            
CONECT   31   12                                                            
CONECT   32    3                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0257878
HETATM    1  O1  UNL     1      -2.837   1.279   3.952  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.618   0.371   3.563  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.764   0.176   4.325  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.324  -0.441   2.354  1.00  0.00           C  
HETATM    5  O3  UNL     1      -2.112  -0.002   1.821  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.031  -0.332   0.468  1.00  0.00           C  
HETATM    7  O4  UNL     1      -0.745  -0.484   0.004  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.113  -1.555  -0.543  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.776  -2.752  -0.715  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.091  -3.813  -1.277  1.00  0.00           C  
HETATM   11  O5  UNL     1      -0.770  -5.022  -1.448  1.00  0.00           O  
HETATM   12  C7  UNL     1       1.247  -3.695  -1.669  1.00  0.00           C  
HETATM   13  C8  UNL     1       1.917  -2.502  -1.501  1.00  0.00           C  
HETATM   14  O6  UNL     1       3.171  -2.416  -1.876  1.00  0.00           O  
HETATM   15  C9  UNL     1       3.859  -1.302  -1.739  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.238  -0.187  -1.180  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.973   1.040  -1.022  1.00  0.00           C  
HETATM   18  C12 UNL     1       3.898   1.756   0.155  1.00  0.00           C  
HETATM   19  C13 UNL     1       4.610   2.949   0.315  1.00  0.00           C  
HETATM   20  C14 UNL     1       5.398   3.432  -0.698  1.00  0.00           C  
HETATM   21  O7  UNL     1       6.103   4.605  -0.552  1.00  0.00           O  
HETATM   22  C15 UNL     1       5.482   2.725  -1.881  1.00  0.00           C  
HETATM   23  C16 UNL     1       4.774   1.547  -2.026  1.00  0.00           C  
HETATM   24  C17 UNL     1       1.916  -0.266  -0.781  1.00  0.00           C  
HETATM   25  O8  UNL     1       1.371   0.754  -0.277  1.00  0.00           O  
HETATM   26  C18 UNL     1       1.229  -1.451  -0.941  1.00  0.00           C  
HETATM   27  C19 UNL     1      -2.831   0.722  -0.268  1.00  0.00           C  
HETATM   28  O9  UNL     1      -3.226   0.202  -1.507  1.00  0.00           O  
HETATM   29  C20 UNL     1      -4.086   0.987   0.537  1.00  0.00           C  
HETATM   30  O10 UNL     1      -3.813   2.023   1.449  1.00  0.00           O  
HETATM   31  C21 UNL     1      -4.467  -0.218   1.371  1.00  0.00           C  
HETATM   32  O11 UNL     1      -5.644   0.124   2.056  1.00  0.00           O  
HETATM   33  H1  UNL     1      -5.227   0.982   4.755  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.246  -1.506   2.660  1.00  0.00           H  
HETATM   35  H3  UNL     1      -2.594  -1.276   0.345  1.00  0.00           H  
HETATM   36  H4  UNL     1      -1.802  -2.928  -0.442  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.253  -5.130  -2.342  1.00  0.00           H  
HETATM   38  H6  UNL     1       1.754  -4.548  -2.107  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.894  -1.211  -2.042  1.00  0.00           H  
HETATM   40  H8  UNL     1       3.303   1.452   1.005  1.00  0.00           H  
HETATM   41  H9  UNL     1       4.533   3.497   1.257  1.00  0.00           H  
HETATM   42  H10 UNL     1       7.041   4.677  -0.192  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.114   3.138  -2.656  1.00  0.00           H  
HETATM   44  H12 UNL     1       4.887   1.043  -2.986  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.303   1.677  -0.366  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.908  -0.491  -1.411  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.928   1.301  -0.100  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.478   2.817   0.983  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.631  -1.097   0.723  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.095  -0.654   2.449  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   33
CONECT    4    5   31   34
CONECT    5    6
CONECT    6    7   27   35
CONECT    7    8
CONECT    8    9    9   26
CONECT    9   10   36
CONECT   10   11   12   12
CONECT   11   37
CONECT   12   13   38
CONECT   13   14   26   26
CONECT   14   15
CONECT   15   16   16   39
CONECT   16   17   24
CONECT   17   18   18   23
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   22
CONECT   21   42
CONECT   22   23   23   43
CONECT   23   44
CONECT   24   25   25   26
CONECT   27   28   29   45
CONECT   28   46
CONECT   29   30   31   47
CONECT   30   48
CONECT   31   32   49
CONECT   32   50
END

HMDB0257878
     RDKit          3D
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-...
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.8368    1.2786    3.9521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    0.3711    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    0.1761    4.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.4410    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.0024    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -0.3320    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.4844    0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126   -1.5551   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757   -2.7515   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0912   -3.8131   -1.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -5.0223   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -3.6949   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -2.5020   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -2.4156   -1.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3024   -1.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -0.1867   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    1.0396   -1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    1.7562    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097    2.9494    0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    3.4317   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1032    4.6053   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4820    2.7250   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736    1.5474   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -0.2657   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707    0.7540   -0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4508   -0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8306    0.7224   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    0.2019   -1.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0859    0.9873    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126    2.0234    1.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -0.2180    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6438    0.1242    2.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267    0.9815    4.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -1.5057    2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -1.2759    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -2.9277   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2530   -5.1304   -2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -4.5476   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8940   -1.2107   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    1.4518    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    3.4974    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0409    4.6768   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140    3.1379   -2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    1.0435   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    1.6774   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.4913   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9279    1.3011   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4783    2.8168    0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310   -1.0966    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953   -0.6541    2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 24 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 26  8  1  0
 26 13  2  0
 23 17  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
 32 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}oxane-2-carboxylate	HMDB

Chemical Formula

C₂₁H₁₈O₁₁

Average Molecular Weight

446.364

Monoisotopic Molecular Weight

446.0849114

IUPAC Name

3,4,5-trihydroxy-6-{[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=CC(O)=C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)11-7-30-12-5-10(23)6-13(14(12)15(11)24)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)

InChI Key

IOJNOBYNWXBNBY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-5-o-glycoside
Isoflavone
Hydroxyisoflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Pyranone
Phenol
Pyran
Hydroxy acid
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Heteroaromatic compound
Vinylogous ester
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Polyol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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	0.97	ALOGPS
logP	0.48	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.73	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.69 m³·mol⁻¹	ChemAxon
Polarizability	41.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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]+	200.179	30932474
DeepCCS	[M-H]-	197.821	30932474
DeepCCS	[M-2H]-	230.853	30932474
DeepCCS	[M+Na]+	206.272	30932474

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.	4.89 minutes	32390414
Predicted by Siyang on May 30, 2022	10.5222 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1537.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	209.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	109.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	333.9 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	352.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	591.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	630.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.8 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	1161.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	493.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	410.9 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	245.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid	OC1C(O)C(OC2=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=CC(O)=C2)OC(C1O)C(O)=O	5375.0	Standard polar	33892256
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid	OC1C(O)C(OC2=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=CC(O)=C2)OC(C1O)C(O)=O	4036.1	Standard non polar	33892256
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid	OC1C(O)C(OC2=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=CC(O)=C2)OC(C1O)C(O)=O	4429.8	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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9114400000-9607bdb8d247f721c18a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-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 - (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156963669

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 (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid (HMDB0257878)

MOL for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

3D MOL for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

3D SDF for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

3D-SDF for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

PDB for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

3D PDB for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

SMILES for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

INCHI for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

Structure for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

3D Structure for HMDB0257878 ((2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra