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Avasimibe

Avasimibe structure

CAS No:
166518-60-1
Formula:
C29H43NO4S
Chemical Name:
Avasimibe
Synonyms:
Sulfamic acid,N-[2-[2,4,6-tris(1-methylethyl)phenyl]acetyl]-,2,6-bis(1-methylethyl)phenyl ester;Sulfamic acid,[[2,4,6-tris(1-methylethyl)phenyl]acetyl]-,2,6-bis(1-methylethyl)phenyl ester;CI 1011;Avasimibe;PD 148515;Avasimin;2,6-Diisopropylphenyl (2-(2,4,6-triisopropylphenyl)acetyl)sulfamate
Categories:
Biochemical Engineering > Inhibitors

Description

Avasimibe is an oral inhibitor of acyl-Coenzyme A:cholesterol acyltransferase (ACAT) with IC50s of 24 and 9.2 µM for ACAT1 and ACAT2, respectively.

Avasimibe is a monoterpenoid.|Avasimibe is an orally bioavailable inhibitor of acyl-Coenzyme A:cholesterol acyltransferase (ACAT) that prevents cholesterol deposition in the arterial wall. Research was discontinued due to difficulties in assaying the effects of avasimibe on preventing plaque formation and due to its ability to increase the activity of Cytochrome P450 3A4, thus increasing the removal of other drugs from the body.

Avasimibe Basic Attributes

Molecular Weight：

501.72102

Exact Mass：

501.72

EC Number：

1592732-453-0

UNII：

28LQ20T5RC

DSSTox ID：

DTXSID80168117

NCI Thesaurus Code：

C75252

HScode：

2935009090

Characteristics

PSA：

80.8

XLogP3：

8.2

Appearance：

white to tan

Density：

1.072±0.06 g/cm3(Predicted)

Melting Point：

178-180° (Lee); mp 169.5-170.4° (Dozeman)

Refractive Index：

1.529

Water Solubility：

DMSO: ≥40mg/mL

Storage Conditions：

room temp

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

Drug Information

Drug Indication：

Investigated for use/treatment in peripheral vascular disease.

MeSH：

Drugs and compounds that induce the synthesis of CYTOCHROME P-450 CYP3A. (See all compounds classified as Cytochrome P-450 CYP3A Inducers.)

MeSH Entry Terms：

2,6-bis(1-methylethyl)phenyl ((2,4,6-tris(1-methylethyl)phenyl)acetyl)sulfamate

Avasimibe Use and Manufacturing

Avasimibe is a selective inhibitor of Cholesterol Acyltransferase 1 and CYP2C9. Avasimibe is known to induce apoptosis of glioma cell lines as a model of glioblastoma.

Computed Properties

Molecular Weight:501.7
XLogP3:8.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:10
Exact Mass:501.29128003
Monoisotopic Mass:501.29128003
Topological Polar Surface Area:80.8
Heavy Atom Count:35
Complexity:734
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes