Structure database (LMSD)

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LM IDLMFA03090008
Common Name14,15-HxA3-C(11S)
Systematic Name11S,15S-dihydroxy-14R-(S-glutathionyl)-5Z,8Z,12E-eicosatrienoic acid
Synonyms14,15-Hepoxilin A3-C (11S)
Exact Mass
643.3139 (neutral)    Calculate m/z:
FormulaC30H49N3O10S
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHepoxilins [FA0309]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105], Amino fatty acids[FA0110]
PubChem CID52921902
SWISSLIPIDS IDSLM:000501501
InChIKeyJHBHHPKTNQAMGQ-MHUJEVIJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C30H49N3O10S/c1-2-3-9-13-24(35)25(17-15-21(34)12-10-7-5-4-6-8-11-14-27(
37)38)44-20-23(29(41)32-19-28(39)40)33-26(36)18-16-22(31)30(42)43/h4,6-7,10,15,1
7,21-25,34-35H,2-3,5,8-9,11-14,16,18-20,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,3
9,40)(H,42,43)/b6-4-,10-7-,17-15+/t21-,22-,23-,24-,25+/m0/s1
SMILESS([C@@H]([C@@H](O)CCCCC)/C=C/[C@@H](O)C/C=C\C/C=C\CCCC(=O)O)C[C@@H](C(=O)NCC(O)=
O)NC(CC[C@@H](C(O)=O)N)=O
StatusActive
ReferencesBiosynthesis of 14,15-Hepoxilins in Human L1236 Hodgkin Lymphoma Cells and Eosinophils
?sa Brunnstrom, Mats Hamberg, William J. Griffiths, Bengt Mannervik and Hans-Erik Claesson
Lipids Volume 46, Number 1, 69-79
Calculated physicochemical properties (?):
 Heavy Atoms44Rings0Aromatic Rings0Rotatable Bonds26
 van der Waals
Molecular Volume
645.85Topological Polar
Surface Area
236.58Hydrogen
Bond Donors
8Hydrogen
Bond Acceptors
10
 logP3.97Molar
Refractivity
171.50