Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0104010039
Common NameGeranylgeranoic acid
Systematic Name3,7,11,15-tetramethyl-(2E,6E,10E,14E)-hexadecatetraenoic acid
SynonymsGeranylgeranic acid
Exact Mass
304.2402 (neutral)    Calculate m/z:
FormulaC20H32O2
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Acyclic diterpenoids [PR010401]
AbbrevFA 20:4
PubChem CID5275521
CHEBI ID84971
InChIKeySZNLKILVMCHHSD-OZFNKYQOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h9,11,13,15H,6-8,10,12,14H2,1-5H3,(H,21,22)/b17-11+,18-13+,19-15+
Click to highlight InChI
SMILES
C/C(/C)=C\CC/C(/C)=C/CC/C(/C)=C/CC/C(/C)=C/C(O)=O
Click to highlight SMILES
StatusActive
ReferencesNatural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs
J.Lipid Res 2004
doi: 10.1194/jlr.M300502-JLR200

Unequivocal evidence for endogenous geranylgeranoic acid biosynthesized from mevalonate in mammalian cells.
J.Lipid Res 2019
doi: 10.1194/jlr.M090548
Calculated physicochemical properties (?):
 Heavy Atoms22Rings0Aromatic Rings0Rotatable Bonds10
 van der Waals
Molecular Volume
358.94Topological Polar
Surface Area
37.30Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
2
 logP6.22Molar
Refractivity
96.04