Inhibitor

Bibliography

Biblio print

Tree Display

AceDB Schema

XML Display

Feedback

Inhibitor Report for: Orlistat

Non-specific lipase inhibitor. Orlistat is a drug designed to treat obesity. Its primary function is preventing the absorption of fats from the human diet, thereby reducing caloric intake. Orlistat works by inhibiting pancreatic lipase, an enzyme that breaks down triglycerides in the intestine. Without this enzyme, triglycerides from the diet are prevented from being hydrolyzed into absorbable free fatty acids and are excreted undigested. Inhibits also Sn1-specific DAGLA and DAGLB. Orlistat is a saturated derivative of the natural compound Lipstatin, isolated from Streptomyces toxytricini


General
Type Oxooxetan, Lipase inhibitor
Chemical_Nomenclature [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate
Canonical SMILES CCCCCCCCCCCC(CC1C(C(=O)O1)CCCCCC)OC(=O)C(CC(C)C)NC=O
InChI InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1 InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)
InChIKey AHLBNYSZXLDEJQ-FWEHEUNISA-N AHLBNYSZXLDEJQ-UHFFFAOYSA-N
Other name(s) Tetrahydrolipstatin ; Orlipastat ; Xenical ; Alli ; (-)-Tetrahydrolipstatin ; Orlipastatum ; THLP ; Lipase Inhibitor ; THL ; 1-(3-hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate ; Orlistate ; NCGC00095128-01 ; Orlistat, 5 ; ACMC-20p1ed
________________________________________________________________________________________________
MW|495.73
Formula|C29H53NO5
CAS_number|96829-58-2
PubChem|3034010
UniChem|AHLBNYSZXLDEJQ-FWEHEUNISA-N, AHLBNYSZXLDEJQ-UHFFFAOYSA-N
IUPHAR|5277
Wikipedia|Orlistat


References:
Search PubMed for references concerning: Orlistat

17 more
    Title: Human leukocytes differentially express endocannabinoid-glycerol lipases and hydrolyze 2-arachidonoyl-glycerol and its metabolites from the 15-lipoxygenase and cyclooxygenase pathways
    Turcotte C, Dumais E, Archambault AS, Martin C, Blanchet MR, Bissonnette E, Boulet LP, Laviolette M, Di Marzo V, Flamand N
    Ref: J Leukoc Biol, 106:1337, 2019 : PubMed

            

    Title: Simplified assays of lipolysis enzymes for drug discovery and specificity assessment of known inhibitors
    Iglesias J, Lamontagne J, Erb H, Gezzar S, Zhao S, Joly E, Truong VL, Skorey K, Crane S and Prentki M <1 more author(s)>
    Ref: J Lipid Res, 57:131, 2016 : PubMed

            

    Title: Orlistat F Hoffmann-La Roche Ltd
    Malone M
    Ref: IDrugs, 1:232, 1998 : PubMed

            


canfa-1lipg
MutationKiKsiIc50SubstrateConditionPaper

cavpo-2plrp
MutationKiKsiIc50SubstrateConditionPaper

human-CEL
MutationKiKsiIc50SubstrateConditionPaper

human-PNLIPRP2
MutationKiKsiIc50SubstrateConditionPaper

human-PNLIP
MutationKiKsiIc50SubstrateConditionPaper

pig-1plip
MutationKiKsiIc50SubstrateConditionPaper