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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:28:25 UTC

Update Date

2021-09-26 22:57:11 UTC

HMDB ID

HMDB0247469

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8,8'-Diferulic acid

Description

8,8'-Diferulic acid, also known as 8,8'-diferulate, belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Based on a literature review very few articles have been published on 8,8'-Diferulic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8,8'-diferulic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8,8'-Diferulic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004241502082D          

 28 29  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0247469
     RDKit          3D
8,8'-Diferulic acid
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.8420    1.5023   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8022    0.6961    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6712   -0.1257    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.1350    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333   -0.9459    0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299   -1.0096   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.5348   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.0690    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644    0.5191    0.9878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0443    0.2223    1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.7422   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -0.2959   -1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.5248   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.9261   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402    2.7024   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    2.1367    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4941    2.9115    1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.7620    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8166    0.1572    1.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9463   -1.2471    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.0057   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043   -1.6184   -2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276   -1.7804   -3.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -2.2197   -3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -1.7443    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -1.7125    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470   -0.9121    2.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6868   -0.8822    2.9927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961    2.0868   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    0.9016   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035    2.2232   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909    0.4972   -0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -1.4526   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845    1.0436    1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -0.6561   -2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    2.3422   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539    3.7878   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4110    3.9170    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1409   -1.7032    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738   -1.4549    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -1.5953   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -1.0986   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4005   -3.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -2.4028    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201   -2.3300    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840   -0.2833    2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 10 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  1  0
M  END


  Mrv1533004241502082D          

 28 29  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247469

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C=C(C(O)=O)C(=CC2=CC=C(O)C(OC)=C2)C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O8/c1-27-17-9-11(3-5-15(17)21)7-13(19(23)24)14(20(25)26)8-12-4-6-16(22)18(10-12)28-2/h3-10,21-22H,1-2H3,(H,23,24)(H,25,26)

> <INCHI_KEY>
SPKZMOSDXTYXLK-UHFFFAOYSA-N

> <FORMULA>
C20H18O8

> <MOLECULAR_WEIGHT>
386.356

> <EXACT_MASS>
386.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.634249282581024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.7879370913333332

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.022043183581792

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3107556961628233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.59306971262359

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
100.718

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247469
     RDKit          3D
8,8'-Diferulic acid
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.8420    1.5023   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8022    0.6961    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6712   -0.1257    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.1350    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333   -0.9459    0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299   -1.0096   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.5348   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.0690    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644    0.5191    0.9878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0443    0.2223    1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.7422   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -0.2959   -1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.5248   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.9261   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402    2.7024   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    2.1367    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4941    2.9115    1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.7620    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8166    0.1572    1.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9463   -1.2471    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.0057   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043   -1.6184   -2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276   -1.7804   -3.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -2.2197   -3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -1.7443    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -1.7125    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470   -0.9121    2.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6868   -0.8822    2.9927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961    2.0868   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    0.9016   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035    2.2232   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909    0.4972   -0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -1.4526   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845    1.0436    1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -0.6561   -2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    2.3422   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539    3.7878   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4110    3.9170    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1409   -1.7032    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738   -1.4549    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -1.5953   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -1.0986   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4005   -3.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -2.4028    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201   -2.3300    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840   -0.2833    2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 10 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   13                                                       
CONECT   22   11   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0247469
HETATM    1  C1  UNL     1       5.842   1.502  -0.387  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.802   0.696   0.768  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.671  -0.126   0.941  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.655  -0.135   0.022  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.533  -0.946   0.179  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.530  -1.010  -0.863  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.293  -0.535  -0.705  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.038   0.069   0.593  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.064   0.519   0.988  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.044   0.222   1.570  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.721  -0.742  -1.733  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.926  -0.296  -1.783  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.820   0.525  -1.016  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.664   1.926  -0.973  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.540   2.702  -0.263  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.593   2.137   0.425  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.494   2.911   1.152  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.776   0.762   0.406  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.817   0.157   1.083  1.00  0.00           O  
HETATM   20  C15 UNL     1      -5.946  -1.247   1.024  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.891   0.006  -0.309  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.404  -1.618  -2.915  1.00  0.00           C  
HETATM   23  O6  UNL     1      -1.328  -1.780  -3.780  1.00  0.00           O  
HETATM   24  O7  UNL     1       0.765  -2.220  -3.095  1.00  0.00           O  
HETATM   25  C18 UNL     1       2.505  -1.744   1.324  1.00  0.00           C  
HETATM   26  C19 UNL     1       3.541  -1.713   2.232  1.00  0.00           C  
HETATM   27  C20 UNL     1       4.647  -0.912   2.075  1.00  0.00           C  
HETATM   28  O8  UNL     1       5.687  -0.882   2.993  1.00  0.00           O  
HETATM   29  H1  UNL     1       6.796   2.087  -0.322  1.00  0.00           H  
HETATM   30  H2  UNL     1       5.804   0.902  -1.320  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.004   2.223  -0.303  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.691   0.497  -0.873  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.894  -1.453  -1.788  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.585   1.044   1.685  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.475  -0.656  -2.732  1.00  0.00           H  
HETATM   36  H8  UNL     1      -1.848   2.342  -1.509  1.00  0.00           H  
HETATM   37  H9  UNL     1      -3.454   3.788  -0.206  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.411   3.917   1.206  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.141  -1.703   1.646  1.00  0.00           H  
HETATM   40  H12 UNL     1      -6.974  -1.455   1.449  1.00  0.00           H  
HETATM   41  H13 UNL     1      -5.930  -1.595  -0.024  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.986  -1.099  -0.362  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.222  -2.400  -3.954  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.650  -2.403   1.486  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.520  -2.330   3.119  1.00  0.00           H  
HETATM   46  H18 UNL     1       6.484  -0.283   2.848  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   32
CONECT    5    6   25   25
CONECT    6    7    7   33
CONECT    7    8   11
CONECT    8    9    9   10
CONECT   10   34
CONECT   11   12   12   22
CONECT   12   13   35
CONECT   13   14   14   21
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   39   40   41
CONECT   21   42
CONECT   22   23   23   24
CONECT   24   43
CONECT   25   26   44
CONECT   26   27   27   45
CONECT   27   28
CONECT   28   46
END

HMDB0247469
     RDKit          3D
8,8'-Diferulic acid
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.8420    1.5023   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8022    0.6961    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6712   -0.1257    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.1350    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333   -0.9459    0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299   -1.0096   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.5348   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.0690    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644    0.5191    0.9878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0443    0.2223    1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.7422   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -0.2959   -1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.5248   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.9261   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402    2.7024   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    2.1367    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4941    2.9115    1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.7620    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8166    0.1572    1.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9463   -1.2471    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.0057   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043   -1.6184   -2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276   -1.7804   -3.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -2.2197   -3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -1.7443    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -1.7125    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470   -0.9121    2.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6868   -0.8822    2.9927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961    2.0868   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    0.9016   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035    2.2232   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909    0.4972   -0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -1.4526   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845    1.0436    1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -0.6561   -2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    2.3422   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539    3.7878   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4110    3.9170    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1409   -1.7032    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738   -1.4549    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -1.5953   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -1.0986   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4005   -3.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -2.4028    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201   -2.3300    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840   -0.2833    2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 10 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8,8'-Diferulate	Generator
Bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioate	HMDB

Chemical Formula

C₂₀H₁₈O₈

Average Molecular Weight

386.356

Monoisotopic Molecular Weight

386.10016754

IUPAC Name

bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid

Traditional Name

bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C=C(C(O)=O)C(=CC2=CC=C(O)C(OC)=C2)C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C20H18O8/c1-27-17-9-11(3-5-15(17)21)7-13(19(23)24)14(20(25)26)8-12-4-6-16(22)18(10-12)28-2/h3-10,21-22H,1-2H3,(H,23,24)(H,25,26)

InChI Key

SPKZMOSDXTYXLK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Norlignan skeleton
Cinnamic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Hydroxycinnamic acid
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Ether
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
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)

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	3.24	ALOGPS
logP	2.79	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.72 m³·mol⁻¹	ChemAxon
Polarizability	36.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	183.397	30932474
DeepCCS	[M-H]-	181.039	30932474
DeepCCS	[M-2H]-	215.018	30932474
DeepCCS	[M+Na]+	190.468	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.4197 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.82 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1957.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	206.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	512.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	390.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	135.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	991.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	446.9 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	1186.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	362.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	206.8 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	106.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8,8'-Diferulic acid	COC1=CC(C=C(C(O)=O)C(=CC2=CC=C(O)C(OC)=C2)C(O)=O)=CC=C1O	6253.5	Standard polar	33892256
8,8'-Diferulic acid	COC1=CC(C=C(C(O)=O)C(=CC2=CC=C(O)C(OC)=C2)C(O)=O)=CC=C1O	3327.0	Standard non polar	33892256
8,8'-Diferulic acid	COC1=CC(C=C(C(O)=O)C(=CC2=CC=C(O)C(OC)=C2)C(O)=O)=CC=C1O	3605.3	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 - 8,8'-Diferulic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ko-0419000000-1db935f568972be369e1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,8'-Diferulic acid GC-MS (TBDMS_4_1) - 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 - 8,8'-Diferulic acid 10V, Positive-QTOF	splash10-0gdi-0109000000-ea4b0714578bd29d2e9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,8'-Diferulic acid 20V, Positive-QTOF	splash10-01ti-1219000000-114ec2a489ff1c71394e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,8'-Diferulic acid 40V, Positive-QTOF	splash10-014i-5984000000-fe248c43f061ea4723b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,8'-Diferulic acid 10V, Negative-QTOF	splash10-000i-0019000000-0f199a9b4fa1d578e91a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,8'-Diferulic acid 20V, Negative-QTOF	splash10-004i-0049000000-d3850fe4a5152ec838f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,8'-Diferulic acid 40V, Negative-QTOF	splash10-005a-0249000000-9cf8702df8262b9bb461	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

76037583

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 8,8'-Diferulic acid (HMDB0247469)

MOL for HMDB0247469 (8,8'-Diferulic acid)

3D MOL for HMDB0247469 (8,8'-Diferulic acid)

3D SDF for HMDB0247469 (8,8'-Diferulic acid)

3D-SDF for HMDB0247469 (8,8'-Diferulic acid)

PDB for HMDB0247469 (8,8'-Diferulic acid)

3D PDB for HMDB0247469 (8,8'-Diferulic acid)

SMILES for HMDB0247469 (8,8'-Diferulic acid)

INCHI for HMDB0247469 (8,8'-Diferulic acid)

Structure for HMDB0247469 (8,8'-Diferulic acid)

3D Structure for HMDB0247469 (8,8'-Diferulic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra