Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:11 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030163

Secondary Accession Numbers

HMDB30163

Metabolite Identification

Common Name

Galbanic acid

Description

Galbanic acid, also known as galbanate or asacoumarin b, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a significant number of articles have been published on Galbanic acid.

Structure

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


  Mrv0541 05061305022D          

 29 31  0  0  0  0            999 V2000
   -3.7044    0.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0471    0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060    3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    2.9637    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4828    2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098    1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919    0.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347    0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    1.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6438   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492   -0.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24  4  1  0  0  0  0
 24 14  1  0  0  0  0
 24 16  1  0  0  0  0
 24 20  1  0  0  0  0
 25 22  2  0  0  0  0
 26 22  1  0  0  0  0
 27 23  2  0  0  0  0
 28 14  1  0  0  0  0
 28 18  1  0  0  0  0
 29 21  1  0  0  0  0
 29 23  1  0  0  0  0
M  END

HMDB0030163
     RDKit          3D
Galbanic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -4.2408   -2.5348    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646   -1.1961    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.4637   -0.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560   -0.8401    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991   -1.7417    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.0463    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887   -1.1415   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.6951   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    0.2796   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1980    1.0847   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317    0.8049    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6948    0.7847    0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    0.6360    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7764    1.7823    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117    1.7442   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    0.5235   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.5181   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558   -0.7015   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -1.8195   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4418   -2.9242   -1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -1.7609   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.6259   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6104   -0.5728   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    0.4356   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    1.5679    0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    1.8609    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266    2.9941    2.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    2.9075    3.2196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    4.1203    1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422   -2.5426    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -3.3472    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925   -2.6732    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773    0.3064   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -1.1545   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    0.0350   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -2.7187    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.2926    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4080   -1.9643    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -3.0843    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -1.2063   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017   -2.2261   -2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.9035   -2.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220   -2.4198   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    1.2416   -2.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1607    2.0924   -1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.5927   -2.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    0.2159    1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    1.8712    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249    2.7438    0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7182    2.6434   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6500    1.4339   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -0.7366   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381   -1.4829   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504    0.7807   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.4282    1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    2.4903    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    2.1765    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810    1.0308    1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337    4.6896    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24  4  1  0
 23 13  1  0
 22 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 18 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
M  END


  Mrv0541 05061305022D          

 29 31  0  0  0  0            999 V2000
   -3.7044    0.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0471    0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060    3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    2.9637    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4828    2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098    1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919    0.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347    0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    1.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6438   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492   -0.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24  4  1  0  0  0  0
 24 14  1  0  0  0  0
 24 16  1  0  0  0  0
 24 20  1  0  0  0  0
 25 22  2  0  0  0  0
 26 22  1  0  0  0  0
 27 23  2  0  0  0  0
 28 14  1  0  0  0  0
 28 18  1  0  0  0  0
 29 21  1  0  0  0  0
 29 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030163

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC(C(CCC(O)=O)C1(C)COC1=CC2=C(C=CC(=O)O2)C=C1)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O5/c1-15(2)19-9-5-16(3)24(4,20(19)10-11-22(25)26)14-28-18-8-6-17-7-12-23(27)29-21(17)13-18/h6-8,12-13,16,20H,5,9-11,14H2,1-4H3,(H,25,26)

> <INCHI_KEY>
CVWWNYPTZYQCSE-UHFFFAOYSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.492

> <EXACT_MASS>
398.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.27593702093911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3-dimethyl-2-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl)propanoic acid

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.830275777333335

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.493264888176748

> <JCHEM_PKA_STRONGEST_BASIC>
-4.848949765704492

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
112.40109999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,3-dimethyl-2-{[(2-oxochromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030163
     RDKit          3D
Galbanic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -4.2408   -2.5348    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646   -1.1961    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.4637   -0.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560   -0.8401    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991   -1.7417    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.0463    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887   -1.1415   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.6951   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    0.2796   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1980    1.0847   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317    0.8049    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6948    0.7847    0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    0.6360    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7764    1.7823    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117    1.7442   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    0.5235   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.5181   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558   -0.7015   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -1.8195   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4418   -2.9242   -1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -1.7609   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.6259   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6104   -0.5728   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    0.4356   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    1.5679    0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    1.8609    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266    2.9941    2.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    2.9075    3.2196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    4.1203    1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422   -2.5426    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -3.3472    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925   -2.6732    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773    0.3064   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -1.1545   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    0.0350   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -2.7187    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.2926    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4080   -1.9643    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -3.0843    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -1.2063   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017   -2.2261   -2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.9035   -2.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220   -2.4198   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    1.2416   -2.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1607    2.0924   -1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.5927   -2.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    0.2159    1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    1.8712    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249    2.7438    0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7182    2.6434   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6500    1.4339   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -0.7366   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381   -1.4829   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504    0.7807   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.4282    1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    2.4903    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    2.1765    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810    1.0308    1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337    4.6896    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24  4  1  0
 23 13  1  0
 22 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 18 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  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      -6.915   0.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.421   1.191   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.798   7.247   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.345   5.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.841   5.532   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.368   4.085   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.872   1.993   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.398   0.546   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.905   1.458   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.325   5.800   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.378   2.905   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.862   3.173   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.408  -0.634   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.935  -2.081   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.892  -0.366   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   24                                                            
CONECT    5    9   16                                                       
CONECT    6    8   17                                                       
CONECT    7   12   17                                                       
CONECT    8    6   18                                                       
CONECT    9    5   19                                                       
CONECT   10   11   20                                                       
CONECT   11   10   22                                                       
CONECT   12    7   23                                                       
CONECT   13   18   21                                                       
CONECT   14   24   28                                                       
CONECT   15    1    2   19                                                  
CONECT   16    3    5   24                                                  
CONECT   17    6    7   21                                                  
CONECT   18    8   13   28                                                  
CONECT   19    9   15   20                                                  
CONECT   20   10   19   24                                                  
CONECT   21   13   17   29                                                  
CONECT   22   11   25   26                                                  
CONECT   23   12   27   29                                                  
CONECT   24    4   14   16   20                                             
CONECT   25   22                                                            
CONECT   26   22                                                            
CONECT   27   23                                                            
CONECT   28   14   18                                                       
CONECT   29   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0030163
HETATM    1  C1  UNL     1      -4.241  -2.535   0.625  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.765  -1.196   0.090  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.738  -0.464  -0.738  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.556  -0.840   0.399  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.699  -1.742   1.249  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.398  -2.046   0.531  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.189  -1.141  -0.660  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.968  -1.695  -1.844  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.507   0.280  -0.388  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.198   1.085  -1.630  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.432   0.805   0.690  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.695   0.785   0.441  1.00  0.00           O  
HETATM   13  C12 UNL     1       2.957   0.636   0.177  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.776   1.782   0.136  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.112   1.744  -0.132  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.701   0.524  -0.376  1.00  0.00           C  
HETATM   17  C16 UNL     1       7.058   0.518  -0.646  1.00  0.00           C  
HETATM   18  C17 UNL     1       7.656  -0.702  -0.892  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.860  -1.820  -0.851  1.00  0.00           C  
HETATM   20  O2  UNL     1       7.442  -2.924  -1.082  1.00  0.00           O  
HETATM   21  O3  UNL     1       5.578  -1.761  -0.591  1.00  0.00           O  
HETATM   22  C19 UNL     1       4.950  -0.626  -0.347  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.610  -0.573  -0.077  1.00  0.00           C  
HETATM   24  C21 UNL     1      -1.968   0.436  -0.048  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.190   1.568   0.938  1.00  0.00           C  
HETATM   26  C23 UNL     1      -3.641   1.861   1.179  1.00  0.00           C  
HETATM   27  C24 UNL     1      -3.727   2.994   2.159  1.00  0.00           C  
HETATM   28  O4  UNL     1      -3.064   2.907   3.220  1.00  0.00           O  
HETATM   29  O5  UNL     1      -4.506   4.120   1.922  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.142  -2.543   1.741  1.00  0.00           H  
HETATM   31  H2  UNL     1      -3.638  -3.347   0.170  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.292  -2.673   0.379  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.277   0.306  -1.334  1.00  0.00           H  
HETATM   34  H5  UNL     1      -5.252  -1.155  -1.459  1.00  0.00           H  
HETATM   35  H6  UNL     1      -5.498   0.035  -0.087  1.00  0.00           H  
HETATM   36  H7  UNL     1      -2.180  -2.719   1.454  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.543  -1.293   2.252  1.00  0.00           H  
HETATM   38  H9  UNL     1       0.408  -1.964   1.285  1.00  0.00           H  
HETATM   39  H10 UNL     1      -0.421  -3.084   0.172  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.878  -1.206  -0.945  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.302  -2.226  -2.556  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.461  -0.904  -2.421  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.722  -2.420  -1.505  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.087   1.242  -2.265  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.161   2.092  -1.341  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.643   0.593  -2.174  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.195   0.216   1.646  1.00  0.00           H  
HETATM   48  H19 UNL     1       0.059   1.871   0.870  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.325   2.744   0.324  1.00  0.00           H  
HETATM   50  H21 UNL     1       5.718   2.643  -0.157  1.00  0.00           H  
HETATM   51  H22 UNL     1       7.650   1.434  -0.668  1.00  0.00           H  
HETATM   52  H23 UNL     1       8.716  -0.737  -1.106  1.00  0.00           H  
HETATM   53  H24 UNL     1       3.038  -1.483  -0.054  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.450   0.781  -0.988  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.677   1.428   1.888  1.00  0.00           H  
HETATM   56  H27 UNL     1      -1.790   2.490   0.414  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.118   2.176   0.247  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.181   1.031   1.650  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.234   4.690   1.112  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   24
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   11   24
CONECT   10   44   45   46
CONECT   11   12   47   48
CONECT   12   13
CONECT   13   14   14   23
CONECT   14   15   49
CONECT   15   16   16   50
CONECT   16   17   22
CONECT   17   18   18   51
CONECT   18   19   52
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   23
CONECT   23   53
CONECT   24   25   54
CONECT   25   26   55   56
CONECT   26   27   57   58
CONECT   27   28   28   29
CONECT   29   59
END

HMDB0030163
     RDKit          3D
Galbanic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -4.2408   -2.5348    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646   -1.1961    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.4637   -0.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560   -0.8401    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991   -1.7417    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.0463    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887   -1.1415   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.6951   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    0.2796   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1980    1.0847   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317    0.8049    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6948    0.7847    0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    0.6360    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7764    1.7823    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117    1.7442   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    0.5235   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.5181   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558   -0.7015   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -1.8195   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4418   -2.9242   -1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -1.7609   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.6259   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6104   -0.5728   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    0.4356   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    1.5679    0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    1.8609    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266    2.9941    2.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    2.9075    3.2196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    4.1203    1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422   -2.5426    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -3.3472    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925   -2.6732    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773    0.3064   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -1.1545   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    0.0350   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -2.7187    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.2926    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4080   -1.9643    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -3.0843    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -1.2063   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017   -2.2261   -2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.9035   -2.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220   -2.4198   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    1.2416   -2.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1607    2.0924   -1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.5927   -2.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    0.2159    1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    1.8712    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249    2.7438    0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7182    2.6434   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6500    1.4339   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -0.7366   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381   -1.4829   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504    0.7807   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.4282    1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    2.4903    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    2.1765    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810    1.0308    1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337    4.6896    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24  4  1  0
 23 13  1  0
 22 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 18 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Galbanate	Generator
2,3-Dimethyl-6-(dimethylethylidene)-2-[[(2-oxo-2H-1-benzopyran-7-yl)oxy]methyl]cyclohexanepropanoic acid	HMDB
Asacoumarin b	HMDB
3-(2,3-Dimethyl-2-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl)propanoate	HMDB
Galbanic acid	MeSH

Chemical Formula

C₂₄H₃₀O₅

Average Molecular Weight

398.492

Monoisotopic Molecular Weight

398.20932407

IUPAC Name

3-(2,3-dimethyl-2-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl)propanoic acid

Traditional Name

3-(2,3-dimethyl-2-{[(2-oxochromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl)propanoic acid

CAS Registry Number

3566-55-0

SMILES

CC1CCC(C(CCC(O)=O)C1(C)COC1=CC2=C(C=CC(=O)O2)C=C1)=C(C)C

InChI Identifier

InChI=1S/C24H30O5/c1-15(2)19-9-5-16(3)24(4,20(19)10-11-22(25)26)14-28-18-8-6-17-7-12-23(27)29-21(17)13-18/h6-8,12-13,16,20H,5,9-11,14H2,1-4H3,(H,25,26)

InChI Key

CVWWNYPTZYQCSE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Coumarin
Aromatic monoterpenoid
Benzopyran
Bicyclic monoterpenoid
P-menthane monoterpenoid
1-benzopyran
Monoterpenoid
Carbocyclic fatty acid
Alkyl aryl ether
Pyranone
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030163)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030163)

Source

Endogenous

Endogenous (HMDB: HMDB0030163)

Animal

Animal (HMDB: HMDB0030163)

Exogenous

Food

Food (HMDB: HMDB0030163)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030163)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030163)

Cellular process

Cell signaling (HMDB: HMDB0030163)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030163)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030163)

Nutrient

Nutrient (HMDB: HMDB0030163)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	92 - 93 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.013 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	0.0017 g/L	ALOGPS
logP	4.71	ALOGPS
logP	4.83	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.4 m³·mol⁻¹	ChemAxon
Polarizability	44.28 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.461	31661259
DarkChem	[M-H]-	186.25	31661259
DeepCCS	[M+H]+	200.594	30932474
DeepCCS	[M-H]-	198.236	30932474
DeepCCS	[M-2H]-	232.454	30932474
DeepCCS	[M+Na]+	208.537	30932474
AllCCS	[M+H]+	197.9	32859911
AllCCS	[M+H-H2O]+	195.4	32859911
AllCCS	[M+NH4]+	200.2	32859911
AllCCS	[M+Na]+	200.8	32859911
AllCCS	[M-H]-	200.6	32859911
AllCCS	[M+Na-2H]-	200.8	32859911
AllCCS	[M+HCOO]-	201.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Galbanic acid	CC1CCC(C(CCC(O)=O)C1(C)COC1=CC2=C(C=CC(=O)O2)C=C1)=C(C)C	4360.7	Standard polar	33892256
Galbanic acid	CC1CCC(C(CCC(O)=O)C1(C)COC1=CC2=C(C=CC(=O)O2)C=C1)=C(C)C	3227.5	Standard non polar	33892256
Galbanic acid	CC1CCC(C(CCC(O)=O)C1(C)COC1=CC2=C(C=CC(=O)O2)C=C1)=C(C)C	3493.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Galbanic acid,1TMS,isomer #1	CC(C)=C1CCC(C)C(C)(COC2=CC=C3C=CC(=O)OC3=C2)C1CCC(=O)O[Si](C)(C)C	3416.6	Semi standard non polar	33892256
Galbanic acid,1TBDMS,isomer #1	CC(C)=C1CCC(C)C(C)(COC2=CC=C3C=CC(=O)OC3=C2)C1CCC(=O)O[Si](C)(C)C(C)(C)C	3659.7	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 - Galbanic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01yo-4439000000-54b630ef65ede4ce48ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Galbanic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0ads-9265600000-a4478a969eab6e6fc670	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Galbanic acid 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 - Galbanic acid 10V, Positive-QTOF	splash10-001i-0019000000-2d14baaf79872f93d8a6	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 20V, Positive-QTOF	splash10-0il9-1109000000-3754585c82931d6260ff	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 40V, Positive-QTOF	splash10-01tc-4910000000-e0a82639e92fa4ce85fa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 10V, Negative-QTOF	splash10-0002-0209000000-430aa3b453dea6974143	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 20V, Negative-QTOF	splash10-0imj-1409000000-df81baf042b82c34e97c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 40V, Negative-QTOF	splash10-014i-2900000000-0983cc899ba690c128c4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 10V, Negative-QTOF	splash10-0gxt-0109000000-17eb426f8e4b62d0d622	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 20V, Negative-QTOF	splash10-03di-0907000000-1512d57c74d63c602b03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 40V, Negative-QTOF	splash10-07w9-1904000000-9cdb9c02b16e7705d897	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 10V, Positive-QTOF	splash10-03dr-0629000000-6e84f8d3739abfa477f5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 20V, Positive-QTOF	splash10-03di-0956000000-012fad4276144be73c06	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Galbanic acid 40V, Positive-QTOF	splash10-03dl-2900000000-01238689b5ae29e5defc	2021-09-25	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

FDB001972

KNApSAcK ID

C00034520

Chemspider ID

3430215

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4220856

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1817541

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Galbanic acid (HMDB0030163)

MOL for HMDB0030163 (Galbanic acid)

3D MOL for HMDB0030163 (Galbanic acid)

3D SDF for HMDB0030163 (Galbanic acid)

3D-SDF for HMDB0030163 (Galbanic acid)

PDB for HMDB0030163 (Galbanic acid)

3D PDB for HMDB0030163 (Galbanic acid)

SMILES for HMDB0030163 (Galbanic acid)

INCHI for HMDB0030163 (Galbanic acid)

Structure for HMDB0030163 (Galbanic acid)

3D Structure for HMDB0030163 (Galbanic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra