Structure database (LMSD)

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LM IDLMFA03050025
Common Name13,14-Dihydro-15-oxo-lipoxin A4
Systematic Name(5R,6R,7E,9E,11Z)-5,6-dihydroxy-15-oxoicosa-7,9,11-trienoic acid
Synonyms-
Exact Mass
352.2250 (neutral)    Calculate m/z:
FormulaC20H32O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosatrienoic acids [FA0305]
Alternative ClassesUnsaturated fatty acids[FA0103], Oxo fatty acids[FA0106], Hydroxy fatty acids[FA0105]
AbbrevFA 20:4;O3
PubChem CID53481470
HMDB IDHMDB0012564
InChIKeyFPRPRBFSKMFXRV-HJGGDGFVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O5/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/h4-7,10,14,18-19,22-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,14-10+/t18-,19-/m1/s1
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SMILES
C(CCC[C@@H](O)[C@H](O)/C=C/C=C/C=C\CCC(=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
385.31Topological Polar
Surface Area
94.83Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP4.13Molar
Refractivity
100.33