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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:14:34 UTC

Update Date

2021-09-26 23:01:37 UTC

HMDB ID

HMDB0250259

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Listrocol

Description

1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. Based on a literature review very few articles have been published on 1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Listrocol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Listrocol 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


  Mrv1533004241518422D          

 37 39  0  0  0  0            999 V2000
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -2.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -2.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316   -2.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307   -2.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3552   -2.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924   -3.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7425   -2.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6927   -0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555   -0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6428    0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4673    0.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9045   -0.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5172   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    1.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056    1.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  4  0  0  0
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 14 15  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
  4 23  1  0  0  0  0
  3 24  1  0  0  0  0
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 25 26  2  0  0  0  0
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 29 30  2  0  0  0  0
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 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
  2 37  1  0  0  0  0
M  END

HMDB0250259
     RDKit          3D
Listrocol
 61 63  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.1484    3.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6270   -0.3174    2.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.1192    1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.2885    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5942   -2.0654   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6660   -2.6941    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5643   -3.4200   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -3.5152   -1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2789   -4.2398   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3086   -2.8884   -2.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -2.9916   -3.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4553   -2.1915   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.2735    1.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.0299    2.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    2.4409    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    3.3870    2.9313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864    2.5803    0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290    2.4542    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.8572    0.4088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    1.6212    0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687    1.9488    1.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    1.0008   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    0.8195   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0439    0.2253   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3769    0.0703   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2843   -0.4941   -1.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506   -0.9290   -3.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7888   -1.4881   -3.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267   -0.7820   -3.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0246   -1.1890   -4.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6146   -0.2034   -2.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    3.7940    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    4.4723    2.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    4.3418    1.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.4917    2.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    0.4388    2.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0242   -0.6535    3.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7896   -0.8278   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4154   -3.9130   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0696   -4.7042   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155   -3.5267   -4.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6005   -1.6959   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436    1.0533    3.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289    2.5936    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855    3.1087    3.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7672    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    3.5332    0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.7045   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277    1.1352    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545    0.4002    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309   -0.6111   -1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4992   -1.8083   -4.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5871   -1.6113   -5.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -0.1260   -2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753    4.8167    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6505    2.0001    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9492   -0.8235    3.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 18 32  1  0
 32 33  2  0
 32 34  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 12  5  1  0
 36 14  1  0
 31 24  1  0
  3 38  1  0
  4 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 22 50  1  0
 23 51  1  0
 25 52  1  0
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 28 54  1  0
 30 55  1  0
 31 56  1  0
 34 57  1  0
 35 58  1  0
 35 59  1  0
 36 60  1  0
 37 61  1  0
M  END


  Mrv1533004241518422D          

 37 39  0  0  0  0            999 V2000
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -2.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -2.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316   -2.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307   -2.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3552   -2.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924   -3.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6927   -0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555   -0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6428    0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4673    0.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5172   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    1.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056    1.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
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  6 10  1  0  0  0  0
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 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
  4 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 25  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
  2 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250259

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CC(CC(O)C1OC(=O)C=CC1=CC(O)=C(O)C=C1)(OC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)

> <INCHI_KEY>
IYXQRCXQQWUFQV-UHFFFAOYSA-N

> <FORMULA>
C25H24O12

> <MOLECULAR_WEIGHT>
516.455

> <EXACT_MASS>
516.126776213

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.96765054856725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.158230316666666

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.907578720562968

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.209402664079978

> <JCHEM_PKA_STRONGEST_BASIC>
-3.246899366301757

> <JCHEM_POLAR_SURFACE_AREA>
211.27999999999997

> <JCHEM_REFRACTIVITY>
126.7642

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250259
     RDKit          3D
Listrocol
 61 63  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.1484    3.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6270   -0.3174    2.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.1192    1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.2885    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5942   -2.0654   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6660   -2.6941    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5643   -3.4200   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -3.5152   -1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2789   -4.2398   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3086   -2.8884   -2.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -2.9916   -3.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4553   -2.1915   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.2735    1.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.0299    2.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    2.4409    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    3.3870    2.9313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864    2.5803    0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290    2.4542    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.8572    0.4088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    1.6212    0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687    1.9488    1.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    1.0008   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    0.8195   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0439    0.2253   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3769    0.0703   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2843   -0.4941   -1.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506   -0.9290   -3.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7888   -1.4881   -3.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267   -0.7820   -3.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0246   -1.1890   -4.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6146   -0.2034   -2.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    3.7940    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    4.4723    2.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    4.3418    1.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.4917    2.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    0.4388    2.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0242   -0.6535    3.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.5623    2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896   -0.8278   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8311   -2.6346    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4154   -3.9130   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0696   -4.7042   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155   -3.5267   -4.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6005   -1.6959   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436    1.0533    3.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289    2.5936    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855    3.1087    3.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7672    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    3.5332    0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.7045   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277    1.1352    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545    0.4002    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309   -0.6111   -1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4992   -1.8083   -4.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5871   -1.6113   -5.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -0.1260   -2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753    4.8167    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.9515    2.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    2.0001    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993    0.1512    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492   -0.8235    3.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 18 32  1  0
 32 33  2  0
 32 34  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 12  5  1  0
 36 14  1  0
 31 24  1  0
  3 38  1  0
  4 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 22 50  1  0
 23 51  1  0
 25 52  1  0
 26 53  1  0
 28 54  1  0
 30 55  1  0
 31 56  1  0
 34 57  1  0
 35 58  1  0
 35 59  1  0
 36 60  1  0
 37 61  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.278  -5.570   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.094  -4.264   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.739  -5.517   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.724  -5.570   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.263  -5.517   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.079  -6.823   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.986  -4.157   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.170  -2.851   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.893  -1.491   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.077  -0.185   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.800   1.175   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.339   1.228   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.155  -0.078   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.432  -1.437   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.062   2.588   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.984   2.481   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.668 -20.790   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.336 -19.250   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   37                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7   10                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   17                                                            
CONECT   23    4                                                            
CONECT   24    3   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   32                                                            
CONECT   36   31                                                            
CONECT   37    2                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

COMPND    HMDB0250259
HETATM    1  O1  UNL     1       3.668  -0.148   3.686  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.627  -0.317   2.442  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.662  -1.119   1.753  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.607  -1.288   0.453  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.594  -2.065  -0.278  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.666  -2.694   0.282  1.00  0.00           C  
HETATM    7  C6  UNL     1       7.564  -3.420  -0.509  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.386  -3.515  -1.869  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.279  -4.240  -2.673  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.309  -2.888  -2.464  1.00  0.00           C  
HETATM   11  O3  UNL     1       6.138  -2.992  -3.838  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.455  -2.191  -1.665  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.581   0.273   1.749  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.620   1.030   2.458  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.647   2.441   1.922  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.605   3.387   2.931  1.00  0.00           O  
HETATM   17  C12 UNL     1       0.586   2.580   0.883  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.829   2.454   1.412  1.00  0.00           C  
HETATM   19  O6  UNL     1      -1.659   1.857   0.409  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.997   1.621   0.536  1.00  0.00           C  
HETATM   21  O7  UNL     1      -3.569   1.949   1.604  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.812   1.001  -0.513  1.00  0.00           C  
HETATM   23  C16 UNL     1      -5.096   0.819  -0.285  1.00  0.00           C  
HETATM   24  C17 UNL     1      -6.044   0.225  -1.205  1.00  0.00           C  
HETATM   25  C18 UNL     1      -7.377   0.070  -0.890  1.00  0.00           C  
HETATM   26  C19 UNL     1      -8.284  -0.494  -1.761  1.00  0.00           C  
HETATM   27  C20 UNL     1      -7.851  -0.929  -3.012  1.00  0.00           C  
HETATM   28  O8  UNL     1      -8.789  -1.488  -3.854  1.00  0.00           O  
HETATM   29  C21 UNL     1      -6.527  -0.782  -3.340  1.00  0.00           C  
HETATM   30  O9  UNL     1      -6.025  -1.189  -4.559  1.00  0.00           O  
HETATM   31  C22 UNL     1      -5.615  -0.203  -2.438  1.00  0.00           C  
HETATM   32  C23 UNL     1      -1.350   3.794   1.786  1.00  0.00           C  
HETATM   33  O10 UNL     1      -0.758   4.472   2.657  1.00  0.00           O  
HETATM   34  O11 UNL     1      -2.485   4.342   1.203  1.00  0.00           O  
HETATM   35  C24 UNL     1      -0.831   1.492   2.582  1.00  0.00           C  
HETATM   36  C25 UNL     1       0.231   0.439   2.291  1.00  0.00           C  
HETATM   37  O12 UNL     1       0.024  -0.654   3.109  1.00  0.00           O  
HETATM   38  H1  UNL     1       5.458  -1.562   2.323  1.00  0.00           H  
HETATM   39  H2  UNL     1       3.790  -0.828  -0.089  1.00  0.00           H  
HETATM   40  H3  UNL     1       6.831  -2.635   1.358  1.00  0.00           H  
HETATM   41  H4  UNL     1       8.415  -3.913  -0.025  1.00  0.00           H  
HETATM   42  H5  UNL     1       9.070  -4.704  -2.266  1.00  0.00           H  
HETATM   43  H6  UNL     1       6.816  -3.527  -4.357  1.00  0.00           H  
HETATM   44  H7  UNL     1       4.600  -1.696  -2.148  1.00  0.00           H  
HETATM   45  H8  UNL     1       1.844   1.053   3.556  1.00  0.00           H  
HETATM   46  H9  UNL     1       2.629   2.594   1.397  1.00  0.00           H  
HETATM   47  H10 UNL     1       2.185   3.109   3.661  1.00  0.00           H  
HETATM   48  H11 UNL     1       0.723   1.767   0.142  1.00  0.00           H  
HETATM   49  H12 UNL     1       0.708   3.533   0.299  1.00  0.00           H  
HETATM   50  H13 UNL     1      -3.366   0.705  -1.442  1.00  0.00           H  
HETATM   51  H14 UNL     1      -5.528   1.135   0.683  1.00  0.00           H  
HETATM   52  H15 UNL     1      -7.755   0.400   0.083  1.00  0.00           H  
HETATM   53  H16 UNL     1      -9.331  -0.611  -1.504  1.00  0.00           H  
HETATM   54  H17 UNL     1      -8.499  -1.808  -4.760  1.00  0.00           H  
HETATM   55  H18 UNL     1      -6.587  -1.611  -5.271  1.00  0.00           H  
HETATM   56  H19 UNL     1      -4.591  -0.126  -2.777  1.00  0.00           H  
HETATM   57  H20 UNL     1      -2.475   4.817   0.308  1.00  0.00           H  
HETATM   58  H21 UNL     1      -1.792   0.952   2.625  1.00  0.00           H  
HETATM   59  H22 UNL     1      -0.650   2.000   3.543  1.00  0.00           H  
HETATM   60  H23 UNL     1       0.099   0.151   1.227  1.00  0.00           H  
HETATM   61  H24 UNL     1      -0.949  -0.823   3.174  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   38
CONECT    4    5   39
CONECT    5    6    6   12
CONECT    6    7   40
CONECT    7    8    8   41
CONECT    8    9   10
CONECT    9   42
CONECT   10   11   12   12
CONECT   11   43
CONECT   12   44
CONECT   13   14
CONECT   14   15   36   45
CONECT   15   16   17   46
CONECT   16   47
CONECT   17   18   48   49
CONECT   18   19   32   35
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   23   50
CONECT   23   24   51
CONECT   24   25   25   31
CONECT   25   26   52
CONECT   26   27   27   53
CONECT   27   28   29
CONECT   28   54
CONECT   29   30   31   31
CONECT   30   55
CONECT   31   56
CONECT   32   33   33   34
CONECT   34   57
CONECT   35   36   58   59
CONECT   36   37   60
CONECT   37   61
END

HMDB0250259
     RDKit          3D
Listrocol
 61 63  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.1484    3.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6270   -0.3174    2.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.1192    1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.2885    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5942   -2.0654   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6660   -2.6941    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5643   -3.4200   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -3.5152   -1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2789   -4.2398   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3086   -2.8884   -2.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -2.9916   -3.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4553   -2.1915   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.2735    1.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.0299    2.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    2.4409    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    3.3870    2.9313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864    2.5803    0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290    2.4542    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.8572    0.4088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    1.6212    0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687    1.9488    1.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    1.0008   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    0.8195   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0439    0.2253   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3769    0.0703   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2843   -0.4941   -1.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506   -0.9290   -3.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7888   -1.4881   -3.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267   -0.7820   -3.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0246   -1.1890   -4.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6146   -0.2034   -2.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    3.7940    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    4.4723    2.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    4.3418    1.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.4917    2.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    0.4388    2.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0242   -0.6535    3.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.5623    2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896   -0.8278   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8311   -2.6346    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4154   -3.9130   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0696   -4.7042   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155   -3.5267   -4.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6005   -1.6959   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436    1.0533    3.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289    2.5936    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855    3.1087    3.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7672    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    3.5332    0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.7045   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277    1.1352    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545    0.4002    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309   -0.6111   -1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4992   -1.8083   -4.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5871   -1.6113   -5.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -0.1260   -2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753    4.8167    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.9515    2.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    2.0001    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993    0.1512    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492   -0.8235    3.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 18 32  1  0
 32 33  2  0
 32 34  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 12  5  1  0
 36 14  1  0
 31 24  1  0
  3 38  1  0
  4 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 22 50  1  0
 23 51  1  0
 25 52  1  0
 26 53  1  0
 28 54  1  0
 30 55  1  0
 31 56  1  0
 34 57  1  0
 35 58  1  0
 35 59  1  0
 36 60  1  0
 37 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4-Bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylate	Generator

Chemical Formula

C₂₅H₂₄O₁₂

Average Molecular Weight

516.455

Monoisotopic Molecular Weight

516.126776213

IUPAC Name

1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

Traditional Name

1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1CC(CC(O)C1OC(=O)C=CC1=CC(O)=C(O)C=C1)(OC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)

InChI Key

IYXQRCXQQWUFQV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Quinic acids and derivatives

Alternative Parents

Substituents

Quinic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Tricarboxylic acid or derivatives
Catechol
Styrene
Phenol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Cyclohexanol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.06	ALOGPS
logP	2.16	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.28 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.76 m³·mol⁻¹	ChemAxon
Polarizability	48.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	206.876	30932474
DeepCCS	[M-H]-	204.481	30932474
DeepCCS	[M-2H]-	237.363	30932474
DeepCCS	[M+Na]+	212.789	30932474
AllCCS	[M+H]+	214.6	32859911
AllCCS	[M+H-H2O]+	213.0	32859911
AllCCS	[M+NH4]+	216.0	32859911
AllCCS	[M+Na]+	216.5	32859911
AllCCS	[M-H]-	209.5	32859911
AllCCS	[M+Na-2H]-	210.6	32859911
AllCCS	[M+HCOO]-	212.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Listrocol	OC1CC(CC(O)C1OC(=O)C=CC1=CC(O)=C(O)C=C1)(OC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O	7700.2	Standard polar	33892256
Listrocol	OC1CC(CC(O)C1OC(=O)C=CC1=CC(O)=C(O)C=C1)(OC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O	4398.3	Standard non polar	33892256
Listrocol	OC1CC(CC(O)C1OC(=O)C=CC1=CC(O)=C(O)C=C1)(OC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O	4988.8	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 - Listrocol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Listrocol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	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 - Listrocol 10V, Positive-QTOF	splash10-01b9-0101960000-9396479ac9c221aab496	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Listrocol 20V, Positive-QTOF	splash10-022d-0731910000-bf0a302e615272bfabe8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Listrocol 40V, Positive-QTOF	splash10-000i-0930200000-ac0421c9f1cc44175244	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Listrocol 10V, Negative-QTOF	splash10-014i-0000090000-fde0b8006c6bfef3f3bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Listrocol 20V, Negative-QTOF	splash10-000l-0539520000-c56c3e8f85bfad288c69	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Listrocol 40V, Negative-QTOF	splash10-0019-0910000000-b2c8d3ecbd19fbb3c25a	2021-10-12	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

13793

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14446

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 Listrocol (HMDB0250259)

MOL for HMDB0250259 (Listrocol)

3D MOL for HMDB0250259 (Listrocol)

3D SDF for HMDB0250259 (Listrocol)

3D-SDF for HMDB0250259 (Listrocol)

PDB for HMDB0250259 (Listrocol)

3D PDB for HMDB0250259 (Listrocol)

SMILES for HMDB0250259 (Listrocol)

INCHI for HMDB0250259 (Listrocol)

Structure for HMDB0250259 (Listrocol)

3D Structure for HMDB0250259 (Listrocol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra