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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:03:51 UTC

Update Date

2021-09-26 22:59:00 UTC

HMDB ID

HMDB0248633

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-O-Carboxymethyl ascochlorin

Description

2-{2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxy}acetic acid belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on 2-{2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxy}acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-o-carboxymethyl ascochlorin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-O-Carboxymethyl ascochlorin 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


  Mrv1652309112104042D          

 32 33  0  0  0  0            999 V2000
   -1.1517   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5806   -4.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -4.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5806   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1933   -2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    0.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3429    2.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184    2.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    1.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    1.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    2.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    2.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424    3.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3923    1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    3.0077    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    2.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    2.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6803    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570   -1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -2.7621    0.0000 C   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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  1  4  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  4  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 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  2  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  0  0  0  0
 18 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 16 30  1  0  0  0  0
 12 31  1  0  0  0  0
  7 32  1  0  0  0  0
M  END

HMDB0248633
     RDKit          3D
4-O-Carboxymethyl ascochlorin
 63 64  0  0  0  0  0  0  0  0999 V2000
   -0.3431   -2.1022    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1808   -0.6343    0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.1242    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -0.4100    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.3839    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.6721    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9568   -0.4317    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -0.3136    2.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039   -0.1463    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.9199   -0.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894    0.7276   -1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4662    0.5465   -2.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.7671   -1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.1080   -2.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645   -0.0107    1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -0.6363    1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3116    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -0.9372   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.8577   -1.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349   -0.6271   -2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -1.2901   -3.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -1.0348   -4.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308    0.3040   -1.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9946    0.6452   -2.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1337    0.9243   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1739   -0.5178 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2468    0.6189    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    1.2660    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9886    1.0860    2.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3986    0.7751    2.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.7432    4.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3057    0.5090    1.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -2.6789    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -2.4575   -0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389   -2.3039    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.1963    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -1.5093    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838    2.1820    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.4891    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0306    2.3650    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -1.5151    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1923   -0.9559    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -0.6297    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7964    0.7111    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7902   -1.0703   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0182    0.1451    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4387    1.9514   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3694    0.7804   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.8098   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451   -0.9044   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6479   -0.6053   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.4692   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932    1.0780    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.7121    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628   -0.2009    2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -2.3754   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -2.0296   -3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7063    1.4361   -2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -0.1980   -3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    1.1079   -3.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478    2.0905    3.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4418    0.3594    3.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2283   -0.1953    1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  2  3
 15 16  1  0
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 18 20  1  0
 20 21  1  0
 21 22  2  0
 20 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  5  1  0
 27 17  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
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 10 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
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 16 54  1  0
 16 55  1  0
 19 56  1  0
 21 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 29 61  1  0
 29 62  1  0
 32 63  1  0
M  END


  Mrv1652309112104042D          

 32 33  0  0  0  0            999 V2000
   -1.1517   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5806   -4.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -4.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5806   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1933   -2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    0.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3429    2.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184    2.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    1.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    1.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    2.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    2.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424    3.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3923    1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    3.0077    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    2.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    2.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6803    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570   -1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -2.7621    0.0000 C   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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
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 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
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 18 19  1  0  0  0  0
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 15 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  2  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  0  0  0  0
 18 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 16 30  1  0  0  0  0
 12 31  1  0  0  0  0
  7 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248633

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC(=O)C(C)C1(C)C=CC(C)=CCC1=C(O)C(C=O)=C(C)C(Cl)=C1OCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H31ClO6/c1-14(10-11-25(5)15(2)7-9-20(28)17(25)4)6-8-18-23(31)19(12-27)16(3)22(26)24(18)32-13-21(29)30/h6,10-12,15,17,31H,7-9,13H2,1-5H3,(H,29,30)

> <INCHI_KEY>
YRRAKQFQGINEPT-UHFFFAOYSA-N

> <FORMULA>
C25H31ClO6

> <MOLECULAR_WEIGHT>
462.97

> <EXACT_MASS>
462.1809164

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.5016785729404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxy}acetic acid

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
6.278146242999999

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.81829124503353

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.391231241316142

> <JCHEM_PKA_STRONGEST_BASIC>
-4.973325620604249

> <JCHEM_POLAR_SURFACE_AREA>
100.90000000000002

> <JCHEM_REFRACTIVITY>
126.96809999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxyacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248633
     RDKit          3D
4-O-Carboxymethyl ascochlorin
 63 64  0  0  0  0  0  0  0  0999 V2000
   -0.3431   -2.1022    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1808   -0.6343    0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.1242    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -0.4100    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.3839    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.6721    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9568   -0.4317    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -0.3136    2.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039   -0.1463    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.9199   -0.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894    0.7276   -1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4662    0.5465   -2.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.7671   -1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.1080   -2.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645   -0.0107    1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -0.6363    1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3116    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -0.9372   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.8577   -1.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349   -0.6271   -2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -1.2901   -3.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -1.0348   -4.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308    0.3040   -1.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9946    0.6452   -2.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1337    0.9243   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1739   -0.5178 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2468    0.6189    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    1.2660    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9886    1.0860    2.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3986    0.7751    2.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.7432    4.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3057    0.5090    1.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -2.6789    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -2.4575   -0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389   -2.3039    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.1963    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -1.5093    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838    2.1820    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.4891    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0306    2.3650    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -1.5151    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1923   -0.9559    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -0.6297    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7964    0.7111    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7902   -1.0703   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0182    0.1451    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4387    1.9514   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3694    0.7804   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.8098   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451   -0.9044   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6479   -0.6053   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.4692   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932    1.0780    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.7121    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628   -0.2009    2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -2.3754   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -2.0296   -3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7063    1.4361   -2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -0.1980   -3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    1.1079   -3.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478    2.0905    3.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4418    0.3594    3.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2283   -0.1953    1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 20 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  5  1  0
 27 17  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 19 56  1  0
 21 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 29 61  1  0
 29 62  1  0
 32 63  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      -2.150  -5.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.483  -5.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.483  -7.466   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.817  -8.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.151  -7.466   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.484  -8.236   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -6.151  -5.926   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.817  -5.156   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.540  -3.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.094  -3.796   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.555  -3.743   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.832  -2.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.648  -1.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.925   0.283   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.741   1.589   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.280   1.535   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.096   2.841   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.373   4.201   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.834   4.255   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.018   2.949   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.479   3.002   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.244   4.362   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.783   4.416   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.506   5.776   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.599   3.110   0.000  0.00  0.00           O+0
HETATM   26 Cl   UNK     0      -2.111   5.614   0.000  0.00  0.00          Cl+0
HETATM   27  C   UNK     0      -5.189   5.507   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.635   2.787   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.452   4.093   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.003   0.175   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.293  -2.329   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -7.484  -5.156   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   32                                                  
CONECT    8    7    2    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   30                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   19                                                            
CONECT   27   18                                                            
CONECT   28   17   29                                                       
CONECT   29   28                                                            
CONECT   30   16                                                            
CONECT   31   12                                                            
CONECT   32    7                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0248633
HETATM    1  C1  UNL     1      -0.343  -2.102   0.923  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.181  -0.634   0.858  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.397   0.124   0.611  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.581  -0.410   0.449  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.816   0.384   0.197  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.631   1.672   1.014  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.957  -0.432   0.727  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.983  -0.314   2.258  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.304  -0.146   0.213  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.409   0.920  -0.826  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.289   0.728  -1.785  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.466   0.547  -2.956  1.00  0.00           O  
HETATM   13  C12 UNL     1      -3.912   0.767  -1.238  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.050  -0.108  -2.136  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.965  -0.011   1.008  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.279  -0.636   1.265  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.258  -0.312   0.180  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.155  -0.937  -1.054  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.131  -1.858  -1.166  1.00  0.00           O  
HETATM   20  C18 UNL     1       4.035  -0.627  -2.064  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.911  -1.290  -3.338  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.702  -1.035  -4.300  1.00  0.00           O  
HETATM   23  C20 UNL     1       5.031   0.304  -1.878  1.00  0.00           C  
HETATM   24  C21 UNL     1       5.995   0.645  -2.977  1.00  0.00           C  
HETATM   25  C22 UNL     1       5.134   0.924  -0.657  1.00  0.00           C  
HETATM   26 CL1  UNL     1       6.362   2.174  -0.518  1.00  0.00          CL  
HETATM   27  C23 UNL     1       4.247   0.619   0.388  1.00  0.00           C  
HETATM   28  O4  UNL     1       4.414   1.266   1.554  1.00  0.00           O  
HETATM   29  C24 UNL     1       4.989   1.086   2.758  1.00  0.00           C  
HETATM   30  C25 UNL     1       6.399   0.775   2.930  1.00  0.00           C  
HETATM   31  O5  UNL     1       6.844   0.743   4.145  1.00  0.00           O  
HETATM   32  O6  UNL     1       7.306   0.509   1.953  1.00  0.00           O  
HETATM   33  H1  UNL     1       0.524  -2.679   1.203  1.00  0.00           H  
HETATM   34  H2  UNL     1      -0.693  -2.458  -0.076  1.00  0.00           H  
HETATM   35  H3  UNL     1      -1.139  -2.304   1.677  1.00  0.00           H  
HETATM   36  H4  UNL     1      -1.324   1.196   0.557  1.00  0.00           H  
HETATM   37  H5  UNL     1      -2.623  -1.509   0.510  1.00  0.00           H  
HETATM   38  H6  UNL     1      -4.584   2.182   1.187  1.00  0.00           H  
HETATM   39  H7  UNL     1      -3.039   1.489   1.910  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.031   2.365   0.356  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.720  -1.515   0.539  1.00  0.00           H  
HETATM   42  H10 UNL     1      -4.192  -0.956   2.686  1.00  0.00           H  
HETATM   43  H11 UNL     1      -5.971  -0.630   2.629  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.796   0.711   2.592  1.00  0.00           H  
HETATM   45  H13 UNL     1      -6.790  -1.070  -0.222  1.00  0.00           H  
HETATM   46  H14 UNL     1      -7.018   0.145   1.040  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.439   1.951  -0.418  1.00  0.00           H  
HETATM   48  H16 UNL     1      -7.369   0.780  -1.367  1.00  0.00           H  
HETATM   49  H17 UNL     1      -3.547   1.810  -1.395  1.00  0.00           H  
HETATM   50  H18 UNL     1      -2.545  -0.904  -1.574  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.648  -0.605  -2.933  1.00  0.00           H  
HETATM   52  H20 UNL     1      -2.265   0.469  -2.667  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.993   1.078   0.945  1.00  0.00           H  
HETATM   54  H22 UNL     1       2.287  -1.712   1.381  1.00  0.00           H  
HETATM   55  H23 UNL     1       2.663  -0.201   2.199  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.954  -2.375  -2.009  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.159  -2.030  -3.562  1.00  0.00           H  
HETATM   58  H26 UNL     1       6.706   1.436  -2.623  1.00  0.00           H  
HETATM   59  H27 UNL     1       6.614  -0.198  -3.281  1.00  0.00           H  
HETATM   60  H28 UNL     1       5.479   1.108  -3.845  1.00  0.00           H  
HETATM   61  H29 UNL     1       4.848   2.090   3.335  1.00  0.00           H  
HETATM   62  H30 UNL     1       4.442   0.359   3.462  1.00  0.00           H  
HETATM   63  H31 UNL     1       7.228  -0.195   1.231  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   15   15
CONECT    3    4    4   36
CONECT    4    5   37
CONECT    5    6    7   13
CONECT    6   38   39   40
CONECT    7    8    9   41
CONECT    8   42   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   12   13
CONECT   13   14   49
CONECT   14   50   51   52
CONECT   15   16   53
CONECT   16   17   54   55
CONECT   17   18   18   27
CONECT   18   19   20
CONECT   19   56
CONECT   20   21   23   23
CONECT   21   22   22   57
CONECT   23   24   25
CONECT   24   58   59   60
CONECT   25   26   27   27
CONECT   27   28
CONECT   28   29
CONECT   29   30   61   62
CONECT   30   31   31   32
CONECT   32   63
END

HMDB0248633
     RDKit          3D
4-O-Carboxymethyl ascochlorin
 63 64  0  0  0  0  0  0  0  0999 V2000
   -0.3431   -2.1022    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1808   -0.6343    0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.1242    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -0.4100    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.3839    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.6721    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9568   -0.4317    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -0.3136    2.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039   -0.1463    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.9199   -0.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894    0.7276   -1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4662    0.5465   -2.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.7671   -1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.1080   -2.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645   -0.0107    1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -0.6363    1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3116    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -0.9372   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.8577   -1.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349   -0.6271   -2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -1.2901   -3.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -1.0348   -4.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308    0.3040   -1.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9946    0.6452   -2.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1337    0.9243   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1739   -0.5178 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2468    0.6189    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    1.2660    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9886    1.0860    2.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3986    0.7751    2.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.7432    4.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3057    0.5090    1.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -2.6789    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -2.4575   -0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389   -2.3039    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.1963    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -1.5093    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838    2.1820    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.4891    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0306    2.3650    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -1.5151    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1923   -0.9559    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -0.6297    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7964    0.7111    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7902   -1.0703   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0182    0.1451    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4387    1.9514   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3694    0.7804   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.8098   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451   -0.9044   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6479   -0.6053   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.4692   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932    1.0780    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.7121    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628   -0.2009    2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -2.3754   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -2.0296   -3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7063    1.4361   -2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -0.1980   -3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    1.1079   -3.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478    2.0905    3.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4418    0.3594    3.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2283   -0.1953    1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 20 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  5  1  0
 27 17  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 19 56  1  0
 21 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 29 61  1  0
 29 62  1  0
 32 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxy}acetate	Generator

Chemical Formula

C₂₅H₃₁ClO₆

Average Molecular Weight

462.97

Monoisotopic Molecular Weight

462.1809164

IUPAC Name

2-{2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxy}acetic acid

Traditional Name

2-chloro-4-formyl-5-hydroxy-3-methyl-6-[3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dien-1-yl]phenoxyacetic acid

CAS Registry Number

Not Available

SMILES

CC1CCC(=O)C(C)C1(C)C=CC(C)=CCC1=C(O)C(C=O)=C(C)C(Cl)=C1OCC(O)=O

InChI Identifier

InChI=1S/C25H31ClO6/c1-14(10-11-25(5)15(2)7-9-20(28)17(25)4)6-8-18-23(31)19(12-27)16(3)22(26)24(18)32-13-21(29)30/h6,10-12,15,17,31H,7-9,13H2,1-5H3,(H,29,30)

InChI Key

YRRAKQFQGINEPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Hydroxybenzaldehyde
M-cresol
Benzoyl
4-halophenol
Benzaldehyde
4-chlorophenol
Phenol ether
Phenoxy compound
Alkyl aryl ether
Halobenzene
Chlorobenzene
Aryl-aldehyde
Phenol
Toluene
Aryl chloride
Aryl halide
Vinylogous acid
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Aldehyde
Carbonyl group
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organohalogen compound
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	5.11	ALOGPS
logP	6.28	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	126.97 m³·mol⁻¹	ChemAxon
Polarizability	48.5 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	210.762	30932474
DeepCCS	[M-H]-	208.404	30932474
DeepCCS	[M-2H]-	241.288	30932474
DeepCCS	[M+Na]+	216.855	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-O-Carboxymethyl ascochlorin,2TMS,isomer #2	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3505.6	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #2	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3318.7	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #2	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	4090.9	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #3	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3550.4	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #3	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3179.0	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #3	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	4028.3	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #4	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(O)C(C=O)=C(C)C(Cl)=C1OCC(=O)O[Si](C)(C)C	3460.8	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #4	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(O)C(C=O)=C(C)C(Cl)=C1OCC(=O)O[Si](C)(C)C	3382.6	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,2TMS,isomer #4	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(O)C(C=O)=C(C)C(Cl)=C1OCC(=O)O[Si](C)(C)C	4188.2	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3483.2	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3377.7	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3886.8	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3518.5	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3237.1	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C	3851.6	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C(C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	4129.3	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C(C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	3884.7	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #1	CC(C=CC1(C)C(C)=C(O[Si](C)(C)C(C)(C)C)CCC1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	4045.7	Standard polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C(C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	4185.8	Semi standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C(C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	3674.5	Standard non polar	33892256
4-O-Carboxymethyl ascochlorin,3TBDMS,isomer #2	CC(C=CC1(C)C(C)CC=C(O[Si](C)(C)C(C)(C)C)C1C)=CCC1=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C	4014.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-8012900000-3a28ad83476490a50458	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Carboxymethyl ascochlorin GC-MS (TBDMS_2_5) - 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 - 4-O-Carboxymethyl ascochlorin 10V, Positive-QTOF	splash10-03di-0101900000-d3aa4016798ef88f34c6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Carboxymethyl ascochlorin 20V, Positive-QTOF	splash10-0bvi-0229700000-d061990986643ac0517a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Carboxymethyl ascochlorin 40V, Positive-QTOF	splash10-06r7-0896200000-35a28167c9b068beacda	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Carboxymethyl ascochlorin 10V, Negative-QTOF	splash10-03di-1000900000-32cc4ecead6ac0b23296	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Carboxymethyl ascochlorin 20V, Negative-QTOF	splash10-0a6r-9005600000-79c82878fdc0ddb18430	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Carboxymethyl ascochlorin 40V, Negative-QTOF	splash10-0avi-4019400000-67d28ee4137517854f0c	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

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

Not Available

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 4-O-Carboxymethyl ascochlorin (HMDB0248633)

MOL for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

3D MOL for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

3D SDF for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

3D-SDF for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

PDB for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

3D PDB for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

SMILES for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

INCHI for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

Structure for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

3D Structure for HMDB0248633 (4-O-Carboxymethyl ascochlorin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra