Cholesterol

Cholesterol is the principal sterol of all higher animals, distributed in body tissues, especially the brain and spinal cord, and in animal fats and oils. Cholesterol is an important component of the membranes of cells, providing stability. It is the major precursor for the synthesis of vitamin D, of the various steroid hormones, including cortisol, cortisone, and aldosterone in the adrenal glands, and of the sex hormones progesterone, estrogen, and testosterone. Cholesterol also has an important role for the brain synapses as well as in the immune system. In conditions of elevated low density lipoproteins (LDL), cholesterol often forms plaque deposits in the walls of arteries (atherosclerosis). The major human skin fatty acid cis-6-hexadecenoic acid (C6H) has bactericidal effects on the human commensal and pathogen S. aureus. It is the main antimicrobial fatty acid (AFA) Detoxification of host-derived antimicrobial fatty acids by Staphylococcus aureus depends on lipase 2. Lip2 detoxifies AFAs via esterification with cholesterol ||

General

Type : Natural, Steroid, Phenanthrene

Chemical_Nomenclature : (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Canonical SMILES : CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

InChI : InChI=1S\/C27H46O\/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5\/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3\/t19-,21+,22+,23-,24+,25+,26+,27-\/m1\/s1

InChIKey : HVYWMOMLDIMFJA-DPAQBDIFSA-N

Other name(s) : Cholesterin  ||  Cholesteryl alcohol  ||  Cholest-5-en-3beta-ol  ||  Cholestrin


MW : 386.65

Formula : C27H46O

CAS_number : 57-88-5

PubChem : 5997

UniChem : HVYWMOMLDIMFJA-DPAQBDIFSA-N

Wikipedia : Cholesterol

Target

Structures : No structure

Families : PC-sterol_acyltransferase, Bacterial_lip_FamI.6

References (1)

Title : Lipase-mediated detoxification of host-derived antimicrobial fatty acids by Staphylococcus aureus - Kengmo Tchoupa_2024_Commun.Biol_7_572
Author(s) : Kengmo Tchoupa A , Elsherbini AMA , Camus J , Fu X , Hu X , Ghaneme O , Seibert L , Lebtig M , Bocker MA , Horlbeck A , Lambidis SP , Schittek B , Kretschmer D , Lammerhofer M , Peschel A
Ref : Commun Biol , 7 :572 , 2024
Abstract :
PubMedSearch : Kengmo Tchoupa_2024_Commun.Biol_7_572
PubMedID: 38750133
Gene_locus related to this paper: staau-lipas