Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA03090014
Common NameMethyl-(10R)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate
Systematic NameMethyl-10R-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosa-(5,8,14)-trienoate
Synonyms10R-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoic acid methyl esther
Exact Mass
350.2457 (neutral)    Calculate m/z:
FormulaC21H34O4
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHepoxilins [FA0309]
Alternative ClassesUnsaturated fatty acids[FA0103], Branched fatty acids[FA0102], Hydroxy fatty acids[FA0105]
PubChem CID11089430
InChIKeyPCSYHGQVLFQXBT-RLETZYLZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C21H34O4/c1-3-4-5-6-10-13-16-19-21(25-19)18(22)15-12-9-7-8-11-14-17-20(
23)24-2/h7-8,10,12-13,15,18-19,21-22H,3-6,9,11,14,16-17H2,1-2H3/b8-7-,13-10-,15-
12-/t18-,19-,21-/m0/s1
SMILESC(CCC/C=C\C/C=C\[C@H](O)[C@@H]1O[C@H]1C/C=C\CCCCC)(=O)OC
StatusActive
ReferencesEicosanoids from the tropical red alga Murrayella periclados. Matthew W. Bernart and William H. Gerwick. Phytochemistry, Volume 36, Issue 5, 1994. pp. 1233 1240.


https://www.sciencedirect.com/science/article/pii/S0031942200896430
Calculated physicochemical properties (?):
 Heavy Atoms25Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
384.10Topological Polar
Surface Area
59.06Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP5.35Molar
Refractivity
102.87