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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:28 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041454

Secondary Accession Numbers

HMDB41454

Metabolite Identification

Common Name

D8'-Merulinic acid A

Description

D8'-Merulinic acid A, also known as D8'-merulinate a, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Based on a literature review very few articles have been published on D8'-Merulinic acid A.

Structure

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


  Mrv0541 05061312402D          

 28 28  0  0  0  0            999 V2000
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    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
 17 16  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 21 19  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  2  0  0  0  0
 24 23  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
 28 24  1  0  0  0  0
M  END

HMDB0041454
     RDKit          3D
D8'-Merulinic acid A
 66 66  0  0  0  0  0  0  0  0999 V2000
    8.1691   -1.5901    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2947   -1.9398    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720   -1.8075   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -0.3925   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -0.2785   -0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    1.1328   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841    1.6039    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689    0.7482    1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    0.7798    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -0.3233    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -0.4712   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320    0.7286   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    1.2071    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    2.4289    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    2.3891   -0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3464    1.5493   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.0911   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6952   -0.4966   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565   -0.8764    1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4191   -1.3711    1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419   -1.7342    2.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2180   -1.4864    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8076   -1.1327   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6159   -1.2466   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977   -0.6170   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777   -0.2666   -2.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8913   -0.4307   -3.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.2317   -2.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111   -2.2705    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1969   -1.7406    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9277   -0.5242    2.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556   -2.9686    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9762   -1.1782    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -2.5089    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -2.0510   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3304   -0.0611    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1877    0.2468   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257   -1.0438   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.4510   -1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217    1.2873   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139    1.7929   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2848    1.6571    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418    2.6203    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    1.2206    2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -0.2791    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    1.7245    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -1.2370    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -0.9165   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.3164   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5034    0.4131   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535    1.5461   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    1.4501    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7267    0.3359    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457    2.9441    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    3.1858   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7404    2.2590   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    3.4799   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658    1.9298   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267    1.8363    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -0.3549    0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.3786   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714   -0.7593    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7135   -2.6670    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2334   -1.8821    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5460   -1.6135   -2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1624   -0.2382   -3.4921 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 19 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 28 66  1  0
M  END


  Mrv0541 05061312402D          

 28 28  0  0  0  0            999 V2000
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    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
 17 16  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 21 19  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  2  0  0  0  0
 24 23  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
 28 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041454

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC1=CC(O)=CC(O)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18-21(25)19-22(26)23(20)24(27)28/h9-10,18-19,25-26H,2-8,11-17H2,1H3,(H,27,28)/b10-9+

> <INCHI_KEY>
IXDZSQUQSCLSSD-MDZDMXLPSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.5561

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
48.37405581365952

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(8E)-heptadec-8-en-1-yl]-4,6-dihydroxybenzoic acid

> <ALOGPS_LOGP>
7.84

> <JCHEM_LOGP>
8.938296453333333

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.89257335375418

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.94999485985378

> <JCHEM_PKA_STRONGEST_BASIC>
-5.766368187637593

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
117.04979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.28e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(8E)-heptadec-8-en-1-yl]-4,6-dihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041454
     RDKit          3D
D8'-Merulinic acid A
 66 66  0  0  0  0  0  0  0  0999 V2000
    8.1691   -1.5901    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2947   -1.9398    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720   -1.8075   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -0.3925   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -0.2785   -0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    1.1328   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841    1.6039    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689    0.7482    1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    0.7798    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -0.3233    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -0.4712   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320    0.7286   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    1.2071    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    2.4289    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    2.3891   -0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3464    1.5493   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.0911   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6952   -0.4966   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565   -0.8764    1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4191   -1.3711    1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419   -1.7342    2.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2180   -1.4864    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8076   -1.1327   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6159   -1.2466   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977   -0.6170   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777   -0.2666   -2.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8913   -0.4307   -3.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.2317   -2.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111   -2.2705    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1969   -1.7406    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9277   -0.5242    2.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556   -2.9686    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9762   -1.1782    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -2.5089    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -2.0510   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3304   -0.0611    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1877    0.2468   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257   -1.0438   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.4510   -1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217    1.2873   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139    1.7929   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2848    1.6571    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418    2.6203    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    1.2206    2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -0.2791    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    1.7245    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -1.2370    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -0.9165   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.3164   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5034    0.4131   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535    1.5461   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    1.4501    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7267    0.3359    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457    2.9441    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    3.1858   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7404    2.2590   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    3.4799   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658    1.9298   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267    1.8363    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -0.3549    0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.3786   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714   -0.7593    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7135   -2.6670    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2334   -1.8821    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5460   -1.6135   -2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1624   -0.2382   -3.4921 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 19 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 28 66  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      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001 -10.010   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      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.671 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.671 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      18.672  -9.240   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      16.004 -13.860   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.003 -11.550   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   17                                                       
CONECT   17   16   20                                                       
CONECT   18   20   21                                                       
CONECT   19   21   22                                                       
CONECT   20   17   18   23                                                  
CONECT   21   18   19   25                                                  
CONECT   22   19   23   26                                                  
CONECT   23   20   22   24                                                  
CONECT   24   23   27   28                                                  
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27   24                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

COMPND    HMDB0041454
HETATM    1  C1  UNL     1       8.169  -1.590   2.026  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.295  -1.940   0.568  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.972  -1.808  -0.159  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.464  -0.393  -0.066  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.147  -0.278  -0.795  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.623   1.133  -0.714  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.384   1.604   0.686  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.369   0.748   1.416  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.043   0.780   0.689  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.495  -0.323   0.219  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.224  -0.471  -0.499  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.632   0.729  -0.656  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.199   1.207   0.646  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.031   2.429   0.449  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.181   2.389  -0.446  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.346   1.549  -0.276  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.306   0.091  -0.255  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.695  -0.497  -0.153  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.156  -0.876   1.121  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.419  -1.371   1.274  1.00  0.00           C  
HETATM   21  O1  UNL     1      -7.842  -1.734   2.533  1.00  0.00           O  
HETATM   22  C21 UNL     1      -8.218  -1.486   0.163  1.00  0.00           C  
HETATM   23  C22 UNL     1      -7.808  -1.133  -1.072  1.00  0.00           C  
HETATM   24  O2  UNL     1      -8.616  -1.247  -2.213  1.00  0.00           O  
HETATM   25  C23 UNL     1      -6.498  -0.617  -1.251  1.00  0.00           C  
HETATM   26  C24 UNL     1      -6.078  -0.267  -2.585  1.00  0.00           C  
HETATM   27  O3  UNL     1      -6.891  -0.431  -3.539  1.00  0.00           O  
HETATM   28  O4  UNL     1      -4.858   0.232  -2.902  1.00  0.00           O  
HETATM   29  H1  UNL     1       7.511  -2.271   2.587  1.00  0.00           H  
HETATM   30  H2  UNL     1       9.197  -1.741   2.467  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.928  -0.524   2.166  1.00  0.00           H  
HETATM   32  H4  UNL     1       8.656  -2.969   0.447  1.00  0.00           H  
HETATM   33  H5  UNL     1       8.976  -1.178   0.113  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.225  -2.509   0.259  1.00  0.00           H  
HETATM   35  H7  UNL     1       7.077  -2.051  -1.229  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.330  -0.061   0.985  1.00  0.00           H  
HETATM   37  H9  UNL     1       7.188   0.247  -0.616  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.426  -1.044  -0.504  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.387  -0.451  -1.885  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.722   1.287  -1.302  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.414   1.793  -1.148  1.00  0.00           H  
HETATM   42  H14 UNL     1       5.285   1.657   1.311  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.942   2.620   0.619  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.190   1.221   2.394  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.700  -0.279   1.562  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.578   1.724   0.534  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.109  -1.237   0.415  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.495  -0.917  -1.515  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.399  -1.316  -0.053  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.503   0.413  -1.305  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.154   1.546  -1.241  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.402   1.450   1.367  1.00  0.00           H  
HETATM   53  H25 UNL     1      -1.727   0.336   1.092  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.246   2.944   1.441  1.00  0.00           H  
HETATM   55  H27 UNL     1      -1.306   3.186  -0.010  1.00  0.00           H  
HETATM   56  H28 UNL     1      -2.740   2.259  -1.506  1.00  0.00           H  
HETATM   57  H29 UNL     1      -3.540   3.480  -0.542  1.00  0.00           H  
HETATM   58  H30 UNL     1      -5.166   1.930  -0.955  1.00  0.00           H  
HETATM   59  H31 UNL     1      -4.827   1.836   0.753  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.793  -0.355   0.636  1.00  0.00           H  
HETATM   61  H33 UNL     1      -3.819  -0.379  -1.112  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.471  -0.759   1.967  1.00  0.00           H  
HETATM   63  H35 UNL     1      -7.713  -2.667   2.898  1.00  0.00           H  
HETATM   64  H36 UNL     1      -9.233  -1.882   0.277  1.00  0.00           H  
HETATM   65  H37 UNL     1      -9.546  -1.614  -2.081  1.00  0.00           H  
HETATM   66  H38 UNL     1      -4.162  -0.238  -3.492  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   10   46
CONECT   10   11   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   52   53
CONECT   14   15   54   55
CONECT   15   16   56   57
CONECT   16   17   58   59
CONECT   17   18   60   61
CONECT   18   19   19   25
CONECT   19   20   62
CONECT   20   21   22   22
CONECT   21   63
CONECT   22   23   64
CONECT   23   24   25   25
CONECT   24   65
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   66
END

HMDB0041454
     RDKit          3D
D8'-Merulinic acid A
 66 66  0  0  0  0  0  0  0  0999 V2000
    8.1691   -1.5901    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2947   -1.9398    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720   -1.8075   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -0.3925   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -0.2785   -0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    1.1328   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841    1.6039    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689    0.7482    1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    0.7798    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -0.3233    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -0.4712   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320    0.7286   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    1.2071    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    2.4289    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    2.3891   -0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3464    1.5493   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3061    0.0911   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6952   -0.4966   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565   -0.8764    1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4191   -1.3711    1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419   -1.7342    2.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2180   -1.4864    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8076   -1.1327   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6159   -1.2466   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977   -0.6170   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777   -0.2666   -2.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8913   -0.4307   -3.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.2317   -2.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111   -2.2705    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1969   -1.7406    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9277   -0.5242    2.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556   -2.9686    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9762   -1.1782    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -2.5089    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -2.0510   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3304   -0.0611    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1877    0.2468   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257   -1.0438   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.4510   -1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217    1.2873   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139    1.7929   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2848    1.6571    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418    2.6203    0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    1.2206    2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -0.2791    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    1.7245    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -1.2370    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -0.9165   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.3164   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5034    0.4131   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535    1.5461   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    1.4501    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7267    0.3359    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457    2.9441    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    3.1858   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7404    2.2590   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    3.4799   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658    1.9298   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267    1.8363    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -0.3549    0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.3786   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714   -0.7593    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7135   -2.6670    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2334   -1.8821    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5460   -1.6135   -2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1624   -0.2382   -3.4921 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 19 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 28 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
D8'-Merulinate a	Generator
2-(8-Heptadecenyl)-4,6-dihydroxybenzoic acid	HMDB
Merulinic acid a	HMDB
2-[(8E)-Heptadec-8-en-1-yl]-4,6-dihydroxybenzoate	Generator

Chemical Formula

C₂₄H₃₈O₄

Average Molecular Weight

390.5561

Monoisotopic Molecular Weight

390.277009704

IUPAC Name

2-[(8E)-heptadec-8-en-1-yl]-4,6-dihydroxybenzoic acid

Traditional Name

2-[(8E)-heptadec-8-en-1-yl]-4,6-dihydroxybenzoic acid

CAS Registry Number

69506-65-6

SMILES

CCCCCCCC\C=C\CCCCCCCC1=CC(O)=CC(O)=C1C(O)=O

InChI Identifier

InChI=1S/C24H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18-21(25)19-22(26)23(20)24(27)28/h9-10,18-19,25-26H,2-8,11-17H2,1H3,(H,27,28)/b10-9+

InChI Key

IXDZSQUQSCLSSD-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Dihydroxybenzoic acid
Hydroxybenzoic acid
Salicylic acid
Salicylic acid or derivatives
Benzoic acid
Benzoyl
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
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

Cellular substructure

Membrane (HMDB: HMDB0041454)
Cell membrane (HMDB: HMDB0041454)

Source

Exogenous

Exogenous (HMDB: HMDB0041454)

Food

Food (HMDB: HMDB0041454)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041454)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00019 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00063 g/L	ALOGPS
logP	7.84	ALOGPS
logP	8.94	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	117.05 m³·mol⁻¹	ChemAxon
Polarizability	48.37 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]+	201.23	31661259
DarkChem	[M-H]-	203.57	31661259
DeepCCS	[M+H]+	209.686	30932474
DeepCCS	[M-H]-	207.136	30932474
DeepCCS	[M-2H]-	240.339	30932474
DeepCCS	[M+Na]+	216.567	30932474
AllCCS	[M+H]+	205.4	32859911
AllCCS	[M+H-H2O]+	203.0	32859911
AllCCS	[M+NH4]+	207.6	32859911
AllCCS	[M+Na]+	208.3	32859911
AllCCS	[M-H]-	204.0	32859911
AllCCS	[M+Na-2H]-	206.3	32859911
AllCCS	[M+HCOO]-	209.0	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.	11.25 minutes	32390414
Predicted by Siyang on May 30, 2022	25.2659 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	39.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3626.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	600.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	263.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	309.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	746.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1326.7 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	1045.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2395.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	783.4 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	2192.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	863.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	588.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	556.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	539.8 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D8'-Merulinic acid A	CCCCCCCC\C=C\CCCCCCCC1=CC(O)=CC(O)=C1C(O)=O	4447.3	Standard polar	33892256
D8'-Merulinic acid A	CCCCCCCC\C=C\CCCCCCCC1=CC(O)=CC(O)=C1C(O)=O	3048.2	Standard non polar	33892256
D8'-Merulinic acid A	CCCCCCCC\C=C\CCCCCCCC1=CC(O)=CC(O)=C1C(O)=O	3335.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D8'-Merulinic acid A,1TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O	3225.2	Semi standard non polar	33892256
D8'-Merulinic acid A,1TMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O	3255.4	Semi standard non polar	33892256
D8'-Merulinic acid A,1TMS,isomer #3	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O)=C1C(=O)O[Si](C)(C)C	3195.2	Semi standard non polar	33892256
D8'-Merulinic acid A,2TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)O	3229.5	Semi standard non polar	33892256
D8'-Merulinic acid A,2TMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O[Si](C)(C)C	3139.4	Semi standard non polar	33892256
D8'-Merulinic acid A,2TMS,isomer #3	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O[Si](C)(C)C	3219.6	Semi standard non polar	33892256
D8'-Merulinic acid A,3TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)O[Si](C)(C)C	3195.3	Semi standard non polar	33892256
D8'-Merulinic acid A,1TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)O	3457.7	Semi standard non polar	33892256
D8'-Merulinic acid A,1TBDMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O	3480.6	Semi standard non polar	33892256
D8'-Merulinic acid A,1TBDMS,isomer #3	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O)=C1C(=O)O[Si](C)(C)C(C)(C)C	3429.9	Semi standard non polar	33892256
D8'-Merulinic acid A,2TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O	3664.0	Semi standard non polar	33892256
D8'-Merulinic acid A,2TBDMS,isomer #2	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)O[Si](C)(C)C(C)(C)C	3597.3	Semi standard non polar	33892256
D8'-Merulinic acid A,2TBDMS,isomer #3	CCCCCCCC/C=C/CCCCCCCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O[Si](C)(C)C(C)(C)C	3652.8	Semi standard non polar	33892256
D8'-Merulinic acid A,3TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O[Si](C)(C)C(C)(C)C	3833.4	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 - D8'-Merulinic acid A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udu-9853000000-654bb0648f48093b0745	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D8'-Merulinic acid A GC-MS (3 TMS) - 70eV, Positive	splash10-0006-6300090000-7bacb92c536ea19f2a2f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D8'-Merulinic acid A 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 A 10V, Positive-QTOF	splash10-006x-0009000000-2d59ae6cad8e462835a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 20V, Positive-QTOF	splash10-00dj-2539000000-73c375d5a80aa337a539	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 40V, Positive-QTOF	splash10-006x-5983000000-edc6cf8e27df33b2a10e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 10V, Negative-QTOF	splash10-000j-0009000000-256bb80b5948d8f01969	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 20V, Negative-QTOF	splash10-0002-0009000000-39e628223fd3ca5d3467	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 40V, Negative-QTOF	splash10-0gdm-0019000000-74d6afb1dffbb6382b6f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 10V, Negative-QTOF	splash10-000i-0009000000-f994c3f3dc69010e85e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 20V, Negative-QTOF	splash10-000j-0309000000-d32fd7b315786bb51f4c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 40V, Negative-QTOF	splash10-007c-1924000000-2be1e06dd83d42b839a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 10V, Positive-QTOF	splash10-0006-0009000000-6af97cca9fad1d6a5591	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 20V, Positive-QTOF	splash10-0uy3-1914000000-fd7df99ca0656061dfe8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D8'-Merulinic acid A 40V, Positive-QTOF	splash10-0uxu-5900000000-284c4b6583375a17033c	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

FDB021411

KNApSAcK ID

Not Available

Chemspider ID

30777574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319371

PDB ID

Not Available

ChEBI ID

175125

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1892651

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 A (HMDB0041454)

MOL for HMDB0041454 (D8'-Merulinic acid A)

3D MOL for HMDB0041454 (D8'-Merulinic acid A)

3D SDF for HMDB0041454 (D8'-Merulinic acid A)

3D-SDF for HMDB0041454 (D8'-Merulinic acid A)

PDB for HMDB0041454 (D8'-Merulinic acid A)

3D PDB for HMDB0041454 (D8'-Merulinic acid A)

SMILES for HMDB0041454 (D8'-Merulinic acid A)

INCHI for HMDB0041454 (D8'-Merulinic acid A)

Structure for HMDB0041454 (D8'-Merulinic acid A)

3D Structure for HMDB0041454 (D8'-Merulinic acid A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra