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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:20:52 UTC

Update Date

2021-09-26 23:15:46 UTC

HMDB ID

HMDB0258668

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene

Description

1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene, also known as 2,3-dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylic acid, belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. Based on a literature review a small amount of articles have been published on 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(3,4-dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene 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


  Mrv1652309112122212D          

 35 37  0  0  0  0            999 V2000
    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 O   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
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  9 18  1  0  0  0  0
 17 19  1  0  0  0  0
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 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0258668
     RDKit          3D
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxyna...
 61 63  0  0  0  0  0  0  0  0999 V2000
   -0.3584    6.2168    1.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021    4.9868    1.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    3.9233    1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6987    4.0639    1.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    2.6048    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    1.6166    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    1.7775    0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6528    2.1324   -0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747    1.5096    1.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871    1.6336    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330    0.3534    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.6798   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979   -1.6850    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3219   -2.6687    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9029   -2.6123   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -3.5619   -1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492   -4.6208   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -1.6062   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6080   -3.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283   -0.5746   -3.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.6541   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.0808    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829   -1.1497    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300   -2.2063   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -2.5559   -1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -1.2997    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -2.5243    0.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -2.9920   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462   -0.2860    0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.4515    1.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1322    0.5637    1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3517    0.9306    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119    1.1508    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    2.3979    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    3.4710    1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3888    6.2160    1.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    7.0011    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6191    2.3828    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9712   -5.2250   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797   -5.3044   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3136   -0.6906   -4.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -0.5144   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4174    0.1130   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0656   -3.0419   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -4.1053   -0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665   -2.4925   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -2.8891   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4084    1.2664    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0300    0.0791    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.1151    2.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461    1.7574    1.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849    3.5411    1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
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 29 30  1  0
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 34  5  1  0
 21 12  1  0
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  1 36  1  0
  1 37  1  0
  1 38  1  0
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 20 47  1  0
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 31 57  1  0
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 32 60  1  0
 35 61  1  0
M  END


  Mrv1652309112122212D          

 35 37  0  0  0  0            999 V2000
    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 O   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
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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  2  0  0  0  0
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  6  7  1  0  0  0  0
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  3  8  1  0  0  0  0
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 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258668

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(O)C2=CC(OC)=C(OC)C(OC)=C2C(C2=CC(OC)=C(OC)C=C2)=C1C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O10/c1-29-14-9-8-12(10-15(14)30-2)17-18-13(11-16(31-3)22(32-4)23(18)33-5)21(26)20(25(28)35-7)19(17)24(27)34-6/h8-11,26H,1-7H3

> <INCHI_KEY>
DTCYXOLBEPGOHV-UHFFFAOYSA-N

> <FORMULA>
C25H26O10

> <MOLECULAR_WEIGHT>
486.473

> <EXACT_MASS>
486.152597037

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.52062273835134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylate

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
4.174980212666666

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.356961261952126

> <JCHEM_PKA_STRONGEST_BASIC>
-3.949114786928221

> <JCHEM_POLAR_SURFACE_AREA>
118.98000000000002

> <JCHEM_REFRACTIVITY>
125.99189999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258668
     RDKit          3D
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxyna...
 61 63  0  0  0  0  0  0  0  0999 V2000
   -0.3584    6.2168    1.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021    4.9868    1.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    3.9233    1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6987    4.0639    1.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    2.6048    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    1.6166    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    1.7775    0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6528    2.1324   -0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747    1.5096    1.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871    1.6336    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330    0.3534    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.6798   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979   -1.6850    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3219   -2.6687    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9029   -2.6123   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -3.5619   -1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492   -4.6208   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -1.6062   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6080   -3.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283   -0.5746   -3.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.6541   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.0808    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829   -1.1497    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300   -2.2063   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -2.5559   -1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -1.2997    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -2.5243    0.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -2.9920   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462   -0.2860    0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.4515    1.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1322    0.5637    1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3517    0.9306    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119    1.1508    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    2.3979    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    3.4710    1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3888    6.2160    1.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    7.0011    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338    6.4639    2.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6191    2.3828    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408    2.0153    2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8880    0.7036    0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -1.7897    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920   -3.4560    1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -4.3021    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9712   -5.2250   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797   -5.3044   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3136   -0.6906   -4.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -0.5144   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354    0.4293   -3.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    0.1130   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6907   -3.3024   -1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -1.6474   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0656   -3.0419   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -4.1053   -0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665   -2.4925   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -2.8891   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4084    1.2664    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0300    0.0791    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.1151    2.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461    1.7574    1.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849    3.5411    1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 11 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34  5  1  0
 21 12  1  0
 33 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 35 61  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       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   18                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13    9                                                  
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16   22                                                       
CONECT   22   21                                                            
CONECT   23   15   24                                                       
CONECT   24   23                                                            
CONECT   25   12                                                            
CONECT   26   11   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   10   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34    4   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

COMPND    HMDB0258668
HETATM    1  C1  UNL     1      -0.358   6.217   1.892  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.302   4.987   1.662  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.470   3.923   1.211  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.699   4.064   1.021  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.118   2.605   0.941  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.699   1.617   0.503  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.131   1.778   0.282  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.653   2.132  -0.779  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.975   1.510   1.354  1.00  0.00           O  
HETATM   10  C6  UNL     1      -4.387   1.634   1.248  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.133   0.353   0.244  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.041  -0.680  -0.178  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.398  -1.685   0.678  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.322  -2.669   0.364  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.903  -2.612  -0.889  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.835  -3.562  -1.274  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.249  -4.621  -0.450  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.563  -1.606  -1.781  1.00  0.00           C  
HETATM   19  O6  UNL     1      -3.185  -1.608  -3.025  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.828  -0.575  -3.924  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.637  -0.654  -1.414  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.211   0.081   0.417  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.783  -1.150   0.199  1.00  0.00           C  
HETATM   24  O7  UNL     1       1.030  -2.206  -0.257  1.00  0.00           O  
HETATM   25  C18 UNL     1       0.933  -2.556  -1.632  1.00  0.00           C  
HETATM   26  C19 UNL     1       3.149  -1.300   0.446  1.00  0.00           C  
HETATM   27  O8  UNL     1       3.723  -2.524   0.233  1.00  0.00           O  
HETATM   28  C20 UNL     1       4.337  -2.992  -0.925  1.00  0.00           C  
HETATM   29  C21 UNL     1       3.946  -0.286   0.891  1.00  0.00           C  
HETATM   30  O9  UNL     1       5.298  -0.452   1.131  1.00  0.00           O  
HETATM   31  C22 UNL     1       6.132   0.564   1.586  1.00  0.00           C  
HETATM   32  C23 UNL     1       3.352   0.931   1.098  1.00  0.00           C  
HETATM   33  C24 UNL     1       2.012   1.151   0.877  1.00  0.00           C  
HETATM   34  C25 UNL     1       1.487   2.398   1.139  1.00  0.00           C  
HETATM   35  O10 UNL     1       2.217   3.471   1.585  1.00  0.00           O  
HETATM   36  H1  UNL     1      -1.389   6.216   1.496  1.00  0.00           H  
HETATM   37  H2  UNL     1       0.275   7.001   1.417  1.00  0.00           H  
HETATM   38  H3  UNL     1      -0.334   6.464   2.989  1.00  0.00           H  
HETATM   39  H4  UNL     1      -4.619   2.383   0.436  1.00  0.00           H  
HETATM   40  H5  UNL     1      -4.741   2.015   2.222  1.00  0.00           H  
HETATM   41  H6  UNL     1      -4.888   0.704   0.972  1.00  0.00           H  
HETATM   42  H7  UNL     1      -0.975  -1.790   1.690  1.00  0.00           H  
HETATM   43  H8  UNL     1      -2.592  -3.456   1.054  1.00  0.00           H  
HETATM   44  H9  UNL     1      -4.676  -4.302   0.516  1.00  0.00           H  
HETATM   45  H10 UNL     1      -4.971  -5.225  -1.050  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.380  -5.304  -0.276  1.00  0.00           H  
HETATM   47  H12 UNL     1      -3.314  -0.691  -4.912  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.734  -0.514  -4.091  1.00  0.00           H  
HETATM   49  H14 UNL     1      -3.135   0.429  -3.519  1.00  0.00           H  
HETATM   50  H15 UNL     1      -1.417   0.113  -2.177  1.00  0.00           H  
HETATM   51  H16 UNL     1       1.691  -3.302  -1.948  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.948  -1.647  -2.243  1.00  0.00           H  
HETATM   53  H18 UNL     1      -0.066  -3.042  -1.763  1.00  0.00           H  
HETATM   54  H19 UNL     1       4.152  -4.105  -0.960  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.966  -2.493  -1.842  1.00  0.00           H  
HETATM   56  H21 UNL     1       5.443  -2.889  -0.926  1.00  0.00           H  
HETATM   57  H22 UNL     1       6.408   1.266   0.774  1.00  0.00           H  
HETATM   58  H23 UNL     1       7.030   0.079   2.031  1.00  0.00           H  
HETATM   59  H24 UNL     1       5.620   1.115   2.401  1.00  0.00           H  
HETATM   60  H25 UNL     1       3.946   1.757   1.448  1.00  0.00           H  
HETATM   61  H26 UNL     1       3.185   3.541   1.786  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   34
CONECT    6    7   11
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   39   40   41
CONECT   11   12   22   22
CONECT   12   13   13   21
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   18
CONECT   16   17
CONECT   17   44   45   46
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   47   48   49
CONECT   21   50
CONECT   22   23   33
CONECT   23   24   26   26
CONECT   24   25
CONECT   25   51   52   53
CONECT   26   27   29
CONECT   27   28
CONECT   28   54   55   56
CONECT   29   30   32   32
CONECT   30   31
CONECT   31   57   58   59
CONECT   32   33   60
CONECT   33   34   34
CONECT   34   35
CONECT   35   61
END

HMDB0258668
     RDKit          3D
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxyna...
 61 63  0  0  0  0  0  0  0  0999 V2000
   -0.3584    6.2168    1.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021    4.9868    1.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    3.9233    1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6987    4.0639    1.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    2.6048    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    1.6166    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    1.7775    0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6528    2.1324   -0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747    1.5096    1.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871    1.6336    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330    0.3534    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.6798   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979   -1.6850    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3219   -2.6687    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9029   -2.6123   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -3.5619   -1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492   -4.6208   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -1.6062   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6080   -3.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283   -0.5746   -3.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.6541   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.0808    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829   -1.1497    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300   -2.2063   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -2.5559   -1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -1.2997    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -2.5243    0.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -2.9920   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462   -0.2860    0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.4515    1.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1322    0.5637    1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3517    0.9306    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119    1.1508    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    2.3979    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    3.4710    1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3888    6.2160    1.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    7.0011    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338    6.4639    2.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6191    2.3828    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408    2.0153    2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8880    0.7036    0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -1.7897    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920   -3.4560    1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -4.3021    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9712   -5.2250   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797   -5.3044   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3136   -0.6906   -4.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -0.5144   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354    0.4293   -3.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    0.1130   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6907   -3.3024   -1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -1.6474   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0656   -3.0419   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -4.1053   -0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665   -2.4925   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -2.8891   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4084    1.2664    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0300    0.0791    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.1151    2.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461    1.7574    1.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849    3.5411    1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 11 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34  5  1  0
 21 12  1  0
 33 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 35 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylic acid	HMDB

Chemical Formula

C₂₅H₂₆O₁₀

Average Molecular Weight

486.473

Monoisotopic Molecular Weight

486.152597037

IUPAC Name

2,3-dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylate

Traditional Name

2,3-dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxynaphthalene-2,3-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(O)C2=CC(OC)=C(OC)C(OC)=C2C(C2=CC(OC)=C(OC)C=C2)=C1C(=O)OC

InChI Identifier

InChI=1S/C25H26O10/c1-29-14-9-8-12(10-15(14)30-2)17-18-13(11-16(31-3)22(32-4)23(18)33-5)21(26)20(25(28)35-7)19(17)24(27)34-6/h8-11,26H,1-7H3

InChI Key

DTCYXOLBEPGOHV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
1-naphthol
Naphthalene
O-dimethoxybenzene
Dimethoxybenzene
Salicylic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.41	ALOGPS
logP	4.17	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	125.99 m³·mol⁻¹	ChemAxon
Polarizability	49.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	206.973	30932474
DeepCCS	[M-H]-	204.578	30932474
DeepCCS	[M-2H]-	237.461	30932474
DeepCCS	[M+Na]+	212.886	30932474
AllCCS	[M+H]+	212.9	32859911
AllCCS	[M+H-H2O]+	210.7	32859911
AllCCS	[M+NH4]+	214.8	32859911
AllCCS	[M+Na]+	215.4	32859911
AllCCS	[M-H]-	220.0	32859911
AllCCS	[M+Na-2H]-	220.7	32859911
AllCCS	[M+HCOO]-	221.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	8.29 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6101 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3533.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	360.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	231.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	213.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	854.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1018.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1572.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	639.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2157.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	657.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	465.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	477.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	24.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene	COC(=O)C1=C(O)C2=CC(OC)=C(OC)C(OC)=C2C(C2=CC(OC)=C(OC)C=C2)=C1C(=O)OC	5185.0	Standard polar	33892256
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene	COC(=O)C1=C(O)C2=CC(OC)=C(OC)C(OC)=C2C(C2=CC(OC)=C(OC)C=C2)=C1C(=O)OC	3528.5	Standard non polar	33892256
1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene	COC(=O)C1=C(O)C2=CC(OC)=C(OC)C(OC)=C2C(C2=CC(OC)=C(OC)C=C2)=C1C(=O)OC	3542.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adi-0001900000-3874f7c98b1806e5e533	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

114025

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128664

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 1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene (HMDB0258668)

MOL for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

3D MOL for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

3D SDF for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

3D-SDF for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

PDB for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

3D PDB for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

SMILES for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

INCHI for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

Structure for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

3D Structure for HMDB0258668 (1-(3,4-Dimethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra