Structure database (LMSD)

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LM IDLMFA03090015
Common NameMethyl-(10S)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate
Systematic NameMethyl-10S-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosa-(5,8,14)-trienoate
Synonyms10S-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 CID11068109
InChIKeyPCSYHGQVLFQXBT-ZKOZPKCDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=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+/m1/s1
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SMILES
C(CCC/C=C\C/C=C\[C@@H](O)[C@@H]1O[C@H]1C/C=C\CCCCC)(=O)OC
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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