Lipstatin is a potent, irreversible inhibitor of pancreatic lipase. It is a natural product that was first isolated from the Actinobacterium Streptomyces toxytricini. Orlistat is a saturated derivative of the natural compound Lipstatin.
Type : Oxooxetan,Natural,Lipase inhibitor
Chemical_Nomenclature : [(2S,4Z,7Z)-1-[(2S,3R)-3-hexyl-4-oxooxetan-2-yl]trideca-4,7-dien-2-yl] (2S)-2-formamido-4-methylpentanoate
Canonical SMILES : CCCCCCC1C(OC1=O)CC(CC=CCC=CCCCCC)OC(=O)C(CC(C)C)NC=O
InChI : InChI=1S\/C29H49NO5\/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\/h12-13,15-16,22-27H,5-11,14,17-21H2,1-4H3,(H,30,31)\/b13-12-,16-15-\/t24-,25+,26-,27-\/m0\/s1
InChIKey : OQMAKWGYQLJJIA-MJASSXQFSA-N
Other name(s) : (-)-Lipstatin,ZINC77301888,N-Formyl-L-leucine (1S,3Z,6Z)-1-[[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]methyl]-3,6-dodecadien-1-yl Ester,N-Formyl-L-leucine [2S-[2|A(1R*,3Z,6Z),3|A]]-1-[(3-Hexyl-4-oxo-2-oxetanyl)methyl]-3,6-dodecadienyl Ester
MW : 491.70
Formula : C29H49NO5
CAS_number :
PubChem : 71749817
UniChem : OQMAKWGYQLJJIA-MJASSXQFSA-N
IUPHAR :
Wikipedia : Lipstatin
Title : Operon for biosynthesis of lipstatin, the Beta-lactone inhibitor of human pancreatic lipase - Bai_2014_Appl.Environ.Microbiol_80_7473 |
Author(s) : Bai T , Zhang D , Lin S , Long Q , Wang Y , Ou H , Kang Q , Deng Z , Liu W , Tao M |
Ref : Applied Environmental Microbiology , 80 :7473 , 2014 |
Abstract : Bai_2014_Appl.Environ.Microbiol_80_7473 |
ESTHER : Bai_2014_Appl.Environ.Microbiol_80_7473 |
PubMedSearch : Bai_2014_Appl.Environ.Microbiol_80_7473 |
PubMedID: 25239907 |
Title : Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. I. Producing organism, fermentation, isolation and biological activity - Weibel_1987_J.Antibiot.(Tokyo)_40_1081 |
Author(s) : Weibel EK , Hadvary P , Hochuli E , Kupfer E , Lengsfeld H |
Ref : J Antibiot (Tokyo) , 40 :1081 , 1987 |
Abstract : Weibel_1987_J.Antibiot.(Tokyo)_40_1081 |
ESTHER : Weibel_1987_J.Antibiot.(Tokyo)_40_1081 |
PubMedSearch : Weibel_1987_J.Antibiot.(Tokyo)_40_1081 |
PubMedID: 3680018 |