Structure database (LMSD)

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LM IDLMFA03060118
Common Name13R-HETE
Systematic Name13R-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid
Synonyms13R-HAA; 13R-Hydroxy-arachidonic acid
Exact Mass
320.2351 (neutral)    Calculate m/z:
FormulaC20H32O3
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
AbbrevFA 20:4;O
PubChem CID101939320
InChIKeySAKQICHVWOJSNI-PRVIWIHFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-/t19-/m1/s1
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SMILES
C(CCC/C=C\C/C=C\C/C=C\[C@H](O)/C=C\CCCCC)(=O)O
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StatusActive
ReferencesBiosynthesis of 13R-hydroxyarachidonic acid, an unusual oxylipin from the red alga lithothamnion corallioides
Phytochemistry 1993
DOI: 10.1016/S0031-9422(00)90707-6
Calculated physicochemical properties (?):
 Heavy Atoms23Rings0Aromatic Rings0Rotatable Bonds14
 van der Waals
Molecular Volume
367.73Topological Polar
Surface Area
57.53Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
3
 logP5.47Molar
Refractivity
97.94