Structure database (LMSD)

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LM IDLMFA03090009
Common Name14,15-HxA3-D(11S)
Systematic Name11S,15S-dihydroxy-14R-(S-cysteinyl-glycyl)-5Z,8Z,12E-eicosatrienoic acid
Synonyms14,15-Hepoxilin A3-D (11S)
Exact Mass
514.2713 (neutral)    Calculate m/z:
FormulaC25H42N2O7S
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHepoxilins [FA0309]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105], Amino fatty acids[FA0110]
PubChem CID52921903
InChIKeyPPVZAWNVARPNML-FSHNSKAYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C25H42N2O7S/c1-2-3-9-13-21(29)22(35-18-20(26)25(34)27-17-24(32)33)16-15
-19(28)12-10-7-5-4-6-8-11-14-23(30)31/h4,6-7,10,15-16,19-22,28-29H,2-3,5,8-9,11-
14,17-18,26H2,1H3,(H,27,34)(H,30,31)(H,32,33)/b6-4-,10-7-,16-15+/t19-,20-,21-,22
+/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)N
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 Atoms35Rings0Aromatic Rings0Rotatable Bonds21
 van der Waals
Molecular Volume
527.26Topological Polar
Surface Area
170.18Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
7
 logP4.34Molar
Refractivity
142.19