Structure Database (LMSD)
Common Name
10(S)-hydroxy-8E-octadecenoic acid
Systematic Name
10(S)-hydroxyoctadec-8E-enoic acid
Synonyms
- 8(E)-10(S)-HOME
3D model of 10(S)-hydroxy-8E-octadecenoic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
10(S)-HOME is an oxylipin. It is an intermediate in the conversion of oleic acid to the antibacterial hydroxy fatty acid 7,10-dihydroxy-8(E)-octadecenoic acid in P. aeruginosa.1
This information has been provided by Cayman Chemical
References
1. Kim, H., Gardner, H.W., and Hou, C.T. 10(S)-Hydroxy-8(E)-octadecenoic acid, an intermediate in the conversion of oleic acid to 7,10-dihydroxy-8(E)-octadecenoic acid. J. Am. Oil Chem. Soc. 77(1), 95–99 (2000).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Schizosaccharomyces pombe
(#4896)
Schizosaccharomycetes
(#147554)
Identification of novel secreted fatty acids that regulate nitrogen catabolite repression in fission yeast.,
Sci Rep, 2016
Sci Rep, 2016
Pubmed ID:
26892493
DOI:
10.1038/srep20856
String Representations
InChiKey (Click to copy)
RXBFKZNLXJKTLQ-VMEIHUARSA-N
InChi (Click to copy)
InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h12,15,17,19H,2-11,13-14,16H2,1H3,(H,20,21)/b15-12+/t17-/m0/s1
SMILES (Click to copy)
C(CCCCCC/C=C/[C@@H](O)CCCCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
341.05
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.37
Molar Refractivity
88.99
Admin
Created at
-
Updated at
2nd Dec 2024