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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:25 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041453

Secondary Accession Numbers

HMDB41453

Metabolite Identification

Common Name

D8'-Merulinic acid C

Description

D8'-Merulinic acid C, also known as D8'-merulinate C, belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. Based on a literature review very few articles have been published on D8'-Merulinic acid C.

Structure

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


  Mrv0541 05061312402D          

 27 27  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    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   -0.8250    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   -0.8250    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
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
M  END

HMDB0041453
     RDKit          3D
D8'-Merulinic acid C
 65 65  0  0  0  0  0  0  0  0999 V2000
   10.4014   -1.0870    1.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3827   -0.4094    0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992   -1.0432    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0157   -0.3058   -0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705   -0.9352    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -0.3183   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718    1.1303   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006    1.7967   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132    1.4062   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5625    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    0.2533    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    0.9946   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    0.6220   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    1.3292   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    1.0199   -1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9319   -0.4722   -1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4269   -0.7081   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9451   -0.2706   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4844    1.0207   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482    1.5355    0.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8927    0.8103    2.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3617   -0.4943    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3528   -1.1350    3.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989   -0.9953    0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845   -2.3523    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9560   -2.8725   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547   -3.1267    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3425   -1.1791    0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6175   -0.4716    2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0041   -2.0757    1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3529    0.6674    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6770   -0.4595   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0710   -2.0789    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7011   -1.0269    1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -0.4836   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    0.7707    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404   -0.9466    1.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7161   -2.0164   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617   -0.8913   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010   -0.4329   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2431    1.3114    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3480    1.6611   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3756    2.8946   -0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791    1.7272   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.8514   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    0.0853    0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.4141    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.8426   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    2.0803   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5541    0.7136   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.4798   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.9417    0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    2.4091   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8699    1.0553   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088    1.3840   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915    1.5984   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -0.7777   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795   -0.9818   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7349   -1.7460   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -0.0523   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5165    1.5798   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3549    2.5421    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2683    1.2405    3.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0930   -1.9686    3.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9040   -3.9718    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 20 62  1  0
 21 63  1  0
 23 64  1  0
 27 65  1  0
M  END


  Mrv0541 05061312402D          

 27 27  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    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   -0.8250    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   -0.8250    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
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041453

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h9-10,17,19-20,25H,2-8,11-16,18H2,1H3,(H,26,27)/b10-9+

> <INCHI_KEY>
NRSDQEWAMHRTMK-MDZDMXLPSA-N

> <FORMULA>
C24H38O3

> <MOLECULAR_WEIGHT>
374.5567

> <EXACT_MASS>
374.282095082

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
47.42619937142538

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid

> <ALOGPS_LOGP>
8.51

> <JCHEM_LOGP>
9.241861775

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.364273313389209

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.640733551078049

> <JCHEM_PKA_STRONGEST_BASIC>
-6.287065354678508

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
115.06889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041453
     RDKit          3D
D8'-Merulinic acid C
 65 65  0  0  0  0  0  0  0  0999 V2000
   10.4014   -1.0870    1.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3827   -0.4094    0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992   -1.0432    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0157   -0.3058   -0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705   -0.9352    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -0.3183   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718    1.1303   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006    1.7967   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132    1.4062   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5625    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    0.2533    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    0.9946   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    0.6220   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    1.3292   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    1.0199   -1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9319   -0.4722   -1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4269   -0.7081   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9451   -0.2706   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4844    1.0207   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482    1.5355    0.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8927    0.8103    2.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3617   -0.4943    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3528   -1.1350    3.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989   -0.9953    0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845   -2.3523    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9560   -2.8725   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547   -3.1267    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3425   -1.1791    0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6175   -0.4716    2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0041   -2.0757    1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3529    0.6674    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6770   -0.4595   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0710   -2.0789    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7011   -1.0269    1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -0.4836   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    0.7707    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404   -0.9466    1.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7161   -2.0164   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617   -0.8913   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010   -0.4329   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2431    1.3114    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3480    1.6611   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3756    2.8946   -0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791    1.7272   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.8514   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    0.0853    0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.4141    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.8426   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    2.0803   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5541    0.7136   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.4798   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.9417    0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    2.4091   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8699    1.0553   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088    1.3840   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915    1.5984   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -0.7777   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795   -0.9818   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7349   -1.7460   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -0.0523   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5165    1.5798   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3549    2.5421    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2683    1.2405    3.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0930   -1.9686    3.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9040   -3.9718    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 20 62  1  0
 21 63  1  0
 23 64  1  0
 27 65  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      22.673  -5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      20.005  -5.390   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      18.672  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   18                                                       
CONECT   17   19   20                                                       
CONECT   18   16   21                                                       
CONECT   19   17   21                                                       
CONECT   20   17   22                                                       
CONECT   21   18   19   23                                                  
CONECT   22   20   23   25                                                  
CONECT   23   21   22   24                                                  
CONECT   24   23   26   27                                                  
CONECT   25   22                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

COMPND    HMDB0041453
HETATM    1  C1  UNL     1      10.401  -1.087   1.564  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.383  -0.409   0.707  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.999  -1.043   0.901  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.016  -0.306  -0.002  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.670  -0.935   0.197  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.574  -0.318  -0.640  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.372   1.130  -0.363  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.301   1.797  -1.131  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.913   1.406  -0.893  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.441   0.563   0.006  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.020   0.253   0.132  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.837   0.995  -0.878  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.303   0.622  -0.675  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.175   1.329  -1.687  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.635   1.020  -1.553  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.932  -0.472  -1.706  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.427  -0.708  -1.588  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.945  -0.271  -0.281  1.00  0.00           C  
HETATM   19  C19 UNL     1      -7.484   1.021  -0.229  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.948   1.536   0.963  1.00  0.00           C  
HETATM   21  C21 UNL     1      -7.893   0.810   2.097  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.362  -0.494   2.105  1.00  0.00           C  
HETATM   23  O1  UNL     1      -7.353  -1.135   3.299  1.00  0.00           O  
HETATM   24  C23 UNL     1      -6.899  -0.995   0.886  1.00  0.00           C  
HETATM   25  C24 UNL     1      -6.385  -2.352   0.877  1.00  0.00           C  
HETATM   26  O2  UNL     1      -5.956  -2.873  -0.165  1.00  0.00           O  
HETATM   27  O3  UNL     1      -6.355  -3.127   2.051  1.00  0.00           O  
HETATM   28  H1  UNL     1      11.342  -1.179   0.979  1.00  0.00           H  
HETATM   29  H2  UNL     1      10.618  -0.472   2.473  1.00  0.00           H  
HETATM   30  H3  UNL     1      10.004  -2.076   1.890  1.00  0.00           H  
HETATM   31  H4  UNL     1       9.353   0.667   0.972  1.00  0.00           H  
HETATM   32  H5  UNL     1       9.677  -0.459  -0.355  1.00  0.00           H  
HETATM   33  H6  UNL     1       8.071  -2.079   0.524  1.00  0.00           H  
HETATM   34  H7  UNL     1       7.701  -1.027   1.951  1.00  0.00           H  
HETATM   35  H8  UNL     1       7.364  -0.484  -1.037  1.00  0.00           H  
HETATM   36  H9  UNL     1       7.032   0.771   0.172  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.340  -0.947   1.237  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.716  -2.016  -0.125  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.662  -0.891  -0.487  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.901  -0.433  -1.729  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.243   1.311   0.749  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.348   1.661  -0.582  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.376   2.895  -0.918  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.579   1.727  -2.225  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.101   1.851  -1.528  1.00  0.00           H  
HETATM   46  H19 UNL     1       2.084   0.085   0.703  1.00  0.00           H  
HETATM   47  H20 UNL     1      -0.387   0.414   1.151  1.00  0.00           H  
HETATM   48  H21 UNL     1      -0.113  -0.843  -0.099  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.739   2.080  -0.670  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.554   0.714  -1.905  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.417  -0.480  -0.724  1.00  0.00           H  
HETATM   52  H25 UNL     1      -2.581   0.942   0.333  1.00  0.00           H  
HETATM   53  H26 UNL     1      -3.039   2.409  -1.583  1.00  0.00           H  
HETATM   54  H27 UNL     1      -2.870   1.055  -2.728  1.00  0.00           H  
HETATM   55  H28 UNL     1      -5.009   1.384  -0.566  1.00  0.00           H  
HETATM   56  H29 UNL     1      -5.192   1.598  -2.314  1.00  0.00           H  
HETATM   57  H30 UNL     1      -4.616  -0.778  -2.719  1.00  0.00           H  
HETATM   58  H31 UNL     1      -4.379  -0.982  -0.923  1.00  0.00           H  
HETATM   59  H32 UNL     1      -6.735  -1.746  -1.807  1.00  0.00           H  
HETATM   60  H33 UNL     1      -6.908  -0.052  -2.390  1.00  0.00           H  
HETATM   61  H34 UNL     1      -7.516   1.580  -1.147  1.00  0.00           H  
HETATM   62  H35 UNL     1      -8.355   2.542   0.937  1.00  0.00           H  
HETATM   63  H36 UNL     1      -8.268   1.240   3.041  1.00  0.00           H  
HETATM   64  H37 UNL     1      -7.093  -1.969   3.684  1.00  0.00           H  
HETATM   65  H38 UNL     1      -6.904  -3.972   2.149  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   10   45
CONECT   10   11   46
CONECT   11   12   47   48
CONECT   12   13   49   50
CONECT   13   14   51   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   57   58
CONECT   17   18   59   60
CONECT   18   19   19   24
CONECT   19   20   61
CONECT   20   21   21   62
CONECT   21   22   63
CONECT   22   23   24   24
CONECT   23   64
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   65
END

HMDB0041453
     RDKit          3D
D8'-Merulinic acid C
 65 65  0  0  0  0  0  0  0  0999 V2000
   10.4014   -1.0870    1.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3827   -0.4094    0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992   -1.0432    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0157   -0.3058   -0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705   -0.9352    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -0.3183   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718    1.1303   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006    1.7967   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132    1.4062   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5625    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    0.2533    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    0.9946   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    0.6220   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    1.3292   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    1.0199   -1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9319   -0.4722   -1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4269   -0.7081   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9451   -0.2706   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4844    1.0207   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482    1.5355    0.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8927    0.8103    2.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3617   -0.4943    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3528   -1.1350    3.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989   -0.9953    0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845   -2.3523    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9560   -2.8725   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547   -3.1267    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3425   -1.1791    0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6175   -0.4716    2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0041   -2.0757    1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3529    0.6674    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6770   -0.4595   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0710   -2.0789    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7011   -1.0269    1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -0.4836   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    0.7707    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404   -0.9466    1.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7161   -2.0164   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617   -0.8913   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010   -0.4329   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2431    1.3114    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3480    1.6611   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3756    2.8946   -0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791    1.7272   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.8514   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    0.0853    0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.4141    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.8426   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    2.0803   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5541    0.7136   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.4798   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.9417    0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    2.4091   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8699    1.0553   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088    1.3840   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915    1.5984   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -0.7777   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795   -0.9818   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7349   -1.7460   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -0.0523   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5165    1.5798   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3549    2.5421    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2683    1.2405    3.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0930   -1.9686    3.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9040   -3.9718    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 20 62  1  0
 21 63  1  0
 23 64  1  0
 27 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
D8'-Merulinate C	Generator
2-(8-Heptadecenyl)-6-hydroxybenzoic acid	HMDB
6-(8-Heptadecenyl)salicylic acid	HMDB
Geranicardic acid	HMDB
Merulinic acid C	HMDB
2-[(8E)-Heptadec-8-en-1-yl]-6-hydroxybenzoate	Generator

Chemical Formula

C₂₄H₃₈O₃

Average Molecular Weight

374.5567

Monoisotopic Molecular Weight

374.282095082

IUPAC Name

2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid

Traditional Name

2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid

CAS Registry Number

69506-63-4

SMILES

CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1

InChI Identifier

InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h9-10,17,19-20,25H,2-8,11-16,18H2,1H3,(H,26,27)/b10-9+

InChI Key

NRSDQEWAMHRTMK-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acids

Alternative Parents

Substituents

Salicylic acid
Benzoic acid
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041453)
Cell membrane (HMDB: HMDB0041453)

Source

Exogenous

Exogenous (HMDB: HMDB0041453)

Food

Food (HMDB: HMDB0041453)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041453)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	33 - 33.5 °C	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
Water Solubility	0.00014 g/L	ALOGPS
logP	8.51	ALOGPS
logP	9.24	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	2.64	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	115.07 m³·mol⁻¹	ChemAxon
Polarizability	47.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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
DarkChem	[M+H]+	198.156	31661259
DarkChem	[M-H]-	199.382	31661259
DeepCCS	[M+H]+	206.96	30932474
DeepCCS	[M-H]-	203.507	30932474
DeepCCS	[M-2H]-	238.508	30932474
DeepCCS	[M+Na]+	214.798	30932474
AllCCS	[M+H]+	202.5	32859911
AllCCS	[M+H-H2O]+	200.0	32859911
AllCCS	[M+NH4]+	204.8	32859911
AllCCS	[M+Na]+	205.5	32859911
AllCCS	[M-H]-	201.7	32859911
AllCCS	[M+Na-2H]-	203.9	32859911
AllCCS	[M+HCOO]-	206.5	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. Predicted by Afia on May 17, 2022.	11.41 minutes	32390414
Predicted by Siyang on May 30, 2022	28.6037 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3829.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	785.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	312.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	440.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	750.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1381.4 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	1174.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2678.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	857.9 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	2345.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	971.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	646.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	707.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	700.7 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D8'-Merulinic acid C	CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1	3994.8	Standard polar	33892256
D8'-Merulinic acid C	CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1	2883.1	Standard non polar	33892256
D8'-Merulinic acid C	CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1	3018.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D8'-Merulinic acid C,1TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O)=C1C(=O)O[Si](C)(C)C	2965.2	Semi standard non polar	33892256
D8'-Merulinic acid C,1TMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1C(=O)O	3066.0	Semi standard non polar	33892256
D8'-Merulinic acid C,2TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1C(=O)O[Si](C)(C)C	3026.4	Semi standard non polar	33892256
D8'-Merulinic acid C,1TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O)=C1C(=O)O[Si](C)(C)C(C)(C)C	3200.2	Semi standard non polar	33892256
D8'-Merulinic acid C,1TBDMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O	3298.0	Semi standard non polar	33892256
D8'-Merulinic acid C,2TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O[Si](C)(C)C(C)(C)C	3454.6	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 - D8'-Merulinic acid C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-8952000000-3b48e5f332c2fb1a22a9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-9411460000-21038d806a03ac6ac9e4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - D8'-Merulinic acid C 10V, Positive-QTOF	splash10-056r-0009000000-e1a3194e39d3c1ffdd22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Positive-QTOF	splash10-056r-3539000000-ee47249144fee516867f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Positive-QTOF	splash10-006x-5980000000-c50d90f3f50361f719c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Negative-QTOF	splash10-00fr-0009000000-1cf01d184d2170d0965e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Negative-QTOF	splash10-004i-0009000000-f04f8c79d8c79d704825	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Negative-QTOF	splash10-004i-1249000000-0cb2f930314827f89cdf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Positive-QTOF	splash10-004i-0009000000-a12ba992655f7825daed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Positive-QTOF	splash10-0570-2549000000-4166746cb0d9596a2413	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Positive-QTOF	splash10-000x-9701000000-280ab0ae25e3202879e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Negative-QTOF	splash10-00di-0009000000-114f5b5602e5722edc00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Negative-QTOF	splash10-00b9-0109000000-56140d38f3001a7ddc09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Negative-QTOF	splash10-05fu-4974000000-12e88018e34624a70d8a	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB021410

KNApSAcK ID

C00054828

Chemspider ID

30777573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319373

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for D8'-Merulinic acid C (HMDB0041453)

MOL for HMDB0041453 (D8'-Merulinic acid C)

3D MOL for HMDB0041453 (D8'-Merulinic acid C)

3D SDF for HMDB0041453 (D8'-Merulinic acid C)

3D-SDF for HMDB0041453 (D8'-Merulinic acid C)

PDB for HMDB0041453 (D8'-Merulinic acid C)

3D PDB for HMDB0041453 (D8'-Merulinic acid C)

SMILES for HMDB0041453 (D8'-Merulinic acid C)

INCHI for HMDB0041453 (D8'-Merulinic acid C)

Structure for HMDB0041453 (D8'-Merulinic acid C)

3D Structure for HMDB0041453 (D8'-Merulinic acid C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra