Structure database (LMSD)

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LM IDLMPR0103010026
Common Name-
Systematic Name10S,11R-dichloro-7,11-dimethyl-3-methylene-4R-hydroxy-6E,8E,12-tridecatrienoic
acid
Synonyms(4R,6E,8E,10S,11R)-10,11-dichloro-7,11-dimethyl-3-methylene-4-hydroxytrideca-6,
8,12-trienoic acid
Exact Mass
332.0946 (neutral)    Calculate m/z:
FormulaC16H22Cl2O3
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC15 isoprenoids (sesquiterpenes) [PR0103]
Class Level 4Acyclic farnesane sesquiterpenoids [PR010301]
PubChem CID21632532
InChIKeyCYRVLPXRQULBHZ-WHGSSFCCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C16H22Cl2O3/c1-5-16(4,18)14(17)9-7-11(2)6-8-13(19)12(3)10-15(20)21/h5-7,9,13-14,19H,1,3,8,10H2,2,4H3,(H,20,21)/b9-7+,11-6+/t13-,14+,16-/m1/s1
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SMILES
C(CC(=C)[C@H](O)C/C=C(\C)/C=C/[C@H](Cl)[C@](C)(Cl)C=C)(=O)O
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StatusActive
ReferencesNatural halogenated fatty acids: their analogues and derivatives
Valery M Dembitsky and Morris Srebnik
Progress in Lipid Research,41(4), 315-367 (2002)
Calculated physicochemical properties (?):
 Heavy Atoms21Rings0Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
328.95Topological Polar
Surface Area
57.53Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
3
 logP4.92Molar
Refractivity
90.55