Structure database (LMSD)

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LM IDLMFA03050024
Common Name13,14-Dihydro-lipoxin A4
Systematic Name(5R,6R,7E,9E,11Z,15R)-5,6,15-trihydroxyicosa-7,9,11-trienoic acid
Synonyms-
Exact Mass
354.2406 (neutral)    Calculate m/z:
FormulaC20H34O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosatrienoic acids [FA0305]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
AbbrevFA 20:3;O3
PubChem CID53481469
HMDB IDHMDB0012563
InChIKeyWRFBDEURXXFJRY-WYMHFOEZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H34O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,10,14,17-19,21-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,14-10+/t17-,18-,19-/m1/s1
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SMILES
C(CCC[C@@H](O)[C@H](O)/C=C/C=C/C=C\CC[C@H](O)CCCCC)(=O)O
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StatusActive
ReferencesLipoxin A4 Metabolism by Differentiated HL-60 Cells and Human Monocytes: Conversion to Novel 15-oxo and Dihydro Products
Biochemistry. 1993
DOI: 10.1021/bi00076a002
PMID: 8518275
Calculated physicochemical properties (?):
 Heavy Atoms25Rings0Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
387.95Topological Polar
Surface Area
97.99Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
5
 logP4.21Molar
Refractivity
101.84