96829-59-3

96829-59-3 structure

Name: (-)-Lipstatin
Chemical Name: [(2S,4E,7E)-1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl] (2S)-2-formamido-3-methylpentanoate
CAS Number: 96829-59-3
Molecular Formula: C₂₉H₄₉NO₅
Molecular Weight: 491.70
Create Date: 2018-04-02 08:00:00
Modify Date: 2024-01-10 18:41:48
Lipstatin is a very potent pancreatic lipase inhibitor can be isolated from Streptomyces toxytricini. Lipstatin inhibits the hydrolysis of trioleate by porcine pancreatic lipase with an IC50 of 0.14 μM[1].

Name	[(2S,4E,7E)-1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl] (2S)-2-formamido-3-methylpentanoate
Synonyms	L-Leucine, N-formyl-, (1S,3Z,6Z)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]-3,6-dodecadien-1-yl ester (2S-(2alpha(1R,3Z,6Z),3beta))-N-Formyl-L-leucine 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester (2S,3S,5S,7Z,10Z)-5-[(S)-2-formamido-4-methyl-valeryloxy]-2-hexyl-3-hydroxy-7,10-hexadecadienoic acid lactone L-Leucine,N-formyl-,1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester,(2S-(2alpha(1R,3Z,6Z),3beta)) (2S,3S,5S,7Z,1OZ)-5-[(S)-2-formamido-4-methyl-valeryloxy]-2-hexyl-3-hydroxy-7,10-hexadecadienoic 1,3 acid lactone (2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxooxetan-2-yl]trideca-4,7-dien-2-yl N-formyl-L-leucinate (2S-(2α(1R,3Z,6Z),3β))-N-Formyl-L-leucine 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester lipstatin (-)-lipstatin (2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]-4,7-tridecadien-2-yl N-formyl-L-leucinate (2S-(2a(1R,3Z,6Z),3b))-N-Formyl-L-leucine 1-((3-Hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl Ester

Description	Lipstatin is a very potent pancreatic lipase inhibitor can be isolated from Streptomyces toxytricini. Lipstatin inhibits the hydrolysis of trioleate by porcine pancreatic lipase with an IC50 of 0.14 μM[1].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
In Vivo	Lipstatin（20、60 mg/kg；口服；单剂量；3 天）剂量依赖性地抑制三油酸甘油酯的吸收，而油酸在小鼠体内吸收正常[1]。
References	[1]. Weibel E K, et al. Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini I. Producing organism, fermentation, isolation and biological activity[J]. The Journal of antibiotics, 1987, 40(8): 1081-1085.

Density	1.0±0.1 g/cm3
Boiling Point	627.4±55.0 °C at 760 mmHg
Molecular Formula	C₂₉H₄₉NO₅
Molecular Weight	491.70
Flash Point	333.2±31.5 °C
Exact Mass	491.361084
PSA	81.70000
LogP	8.05
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.485

5338-45-4

108102-73-4

~49%

96829-59-3

Literature: Pons, Jean-Marc; Pommier, Agnes; Lerpiniere, Joan; Kocienski, Philip Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 14 p. 1549 - 1552