Structure database (LMSD)

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LM IDLMFA01060225
Common NamePorrigenic acid
Systematic Name(S)-(10E,12E)-14- hydroxy-9-oxo-10,12-octadecadienoic acid
Synonyms-
Exact Mass
310.2144 (neutral)    Calculate m/z:
FormulaC18H30O4
CategoryFatty Acyls [FA]
Main ClassFatty Acids and Conjugates [FA01]
Sub ClassOxo fatty acids [FA0106]
AbbrevFA 18:3;O2
PubChem CID25052836
CHEBI ID66776
InChIKeyGDCBVHSUEZTUIW-NRJQCZOGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C18H30O4/c1-2-3-11-16(19)13-9-10-14-17(20)12-7-5-4-6-8-15-18(21)22/h9-10,13-14,16,19H,2-8,11-12,15H2,1H3,(H,21,22)/b13-9+,14-10+/t16-/m0/s1
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SMILES
CCCC[C@H](O)/C=C/C=C/C(CCCCCCCC(O)=O)=O
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StatusActive
ReferencesCytotoxic Fatty Acid from Pleurocybella porrigens
Chem Pharm Bull (Tokyo). 2007
DOI: 10.1248/cpb.55.1748
PMID: 18057752
Calculated physicochemical properties (?):
 Heavy Atoms22Rings0Aromatic Rings0Rotatable Bonds14
 van der Waals
Molecular Volume
344.56Topological Polar
Surface Area
74.60Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP4.32Molar
Refractivity
89.29