3-Hydroxydecanoyl-3-hydroxydecanoic-acid

Product of the reaction of RhlA. The most abundant HAA found in extracellular rhamnolipids, beta-hydroxydecanoyl-beta-hydroxydecanoate. The stereochemistry of the chiral center of the -hydroxyacids is the same as that found in the beta-hydroxy intermediates in fatty acid biosynthesis. RhlA forms one molecule of beta-hydroxydecanoyl-beta-hydroxydecanoate from two molecules of -betahydroxydecanoyl-ACP

General

Type : Natural, Fatty acid

Chemical_Nomenclature : 3-(3-hydroxydecanoyloxy)decanoic acid

Canonical SMILES : CCCCCCCC(CC(=O)OC(CCCCCCC)CC(=O)O)O

InChI : InChI=1S\/C20H38O5\/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2\/h17-18,21H,3-16H2,1-2H3,(H,22,23)

InChIKey : ZFPAFAWFRTWCSK-UHFFFAOYSA-N

Other name(s) : beta-hydroxydecanoyl-beta-hydroxydecanoate  ||  (R,R)-3-(3-hydroxydecanoyloxy)decanoate  ||  3-hydroxydecanoyl-3-hydroxydecanoic acid  ||  3-[(3-hydroxydecanoyl)oxy]decanoic acid  ||  Compound NP-021469  ||  SCHEMBL19439386  ||  CHEBI:62406


MW : 358.5

Formula : C20H38O5

CAS_number :

PubChem : 52921681

UniChem : ZFPAFAWFRTWCSK-UHFFFAOYSA-N

Target

Structures : No structure

Families : HAA-synthase-thioesterase-RhlA-PhaG

References (1)

Title : RhlA converts beta-hydroxyacyl-acyl carrier protein intermediates in fatty acid synthesis to the beta-hydroxydecanoyl-beta-hydroxydecanoate component of rhamnolipids in Pseudomonas aeruginosa - Zhu_2008_J.Bacteriol_190_3147
Author(s) : Zhu K , Rock CO
Ref : Journal of Bacteriology , 190 :3147 , 2008
Abstract :
PubMedSearch : Zhu_2008_J.Bacteriol_190_3147
PubMedID: 18326581
Gene_locus related to this paper: pseae-rhla