Basic information
- CAS
166518-60-1- Standard SMILES
CC(C)c1cc(C(C)C)c(CC(=O)NS(=O)(=O)Oc2c(C(C)C)cccc2C(C)C)c(C(C)C)c1- InChIKey
PTQXTEKSNBVPQJ-UHFFFAOYSA-N- Molecular formula
- C29H43NO4S
- Average molar mass
- 501.7 g/mol
- Monoisotopic mass
- 501.29128003
Overview
Avasimibe is a monoterpenoid.
Names & identifiers
- Preferred name
- Avasimibe
- IUPAC
- [2,6-di(propan-2-yl)phenyl] N-[2-[2,4,6-tri(propan-2-yl)phenyl]acetyl]sulfamate
- English name
- Avasimibe
- Molecular formula
- C29H43NO4S
- Molecular weight
- 501.72
Names & synonyms
Avasimibe166518-60-1CI-1011Avasimiba28LQ20T5RCDTXSID801681172,6-bis(1-methylethyl)phenyl ((2,4,6-tris(1-methylethyl)phenyl)acetyl)sulfamate1-({[2,6-bis(propan-2-yl)phenoxy]sulfonyl}amino)-2-[2,4,6-tris(propan-2-yl)phenyl]ethan-1-oneavasimibum1-(((2,6-bis(propan-2-yl)phenoxy)sulfonyl)amino)-2-(2,4,6-tris(propan-2-yl)phenyl)ethan-1-oneRefChem:560377DTXCID7090608
Show more names
CS-90PD 148515Ava MaibuAvasimibe, >=98%Avasimibe(CI-1011)Avasimibe USP/EP/BPPD-148515|||CI-1011Avasimibe, 10 mM in DMSO
Avasimibe [USAN][2,6-di(propan-2-yl)phenyl] N-[2-[2,4,6-tri(propan-2-yl)phenyl]acetyl]sulfamate2,6-Diisopropylphenyl (2-(2,4,6-triisopropylphenyl)acetyl)sulfamateMFCD00934956AVASIMIBE [INN]Sulfamic acid, N-[2-[2,4,6-tris(1-methylethyl)phenyl]acetyl]-, 2,6-bis(1-methylethyl)phenyl esterAVASIMIBE [WHO-DD]CI 1011
Database identifiers
Properties
Computed structural properties
- XLogP
- 8.2
- Topological polar surface area
- 80.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 10
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 734
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 178 · 178-180° (Lee); mp 169.5-170.4° (Dozeman)
- Density
- 1.072 · 1.072±0.06 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- 40 mg/mL · DMSO: ≥40mg/mL
- form
- powder
- pka
- 1.97 · 1.97±0.70(Predicted)
- color
- white to tan
- InChI
- 1S/C29H43NO4S/c1-17(2)22-14-25(20(7)8)27(26(15-22)21(9)10)16-28(31)30-35(32,33)34-29-23(18(3)4)12-11-13-24(29)19(5)6/h11-15,17-21H,16H2,1-10H3,(H,30,31)
- InChIKey
- PTQXTEKSNBVPQJ-UHFFFAOYSA-N
- SMILES
- CC(C)c1cc(C(C)C)c(CC(=O)NS(=O)(=O)Oc2c(cccc2C(C)C)C(C)C)c(c1)C(C)C
- FDA UNII
- 28 LQ20T5RC · 28LQ20T5RC
- UNSPSC Code
- 12352200 · 12352200
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 2935909099
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs and compounds that induce the synthesis of CYTOCHROME P-450 CYP3A.
Applications
UsesAvasimibe has been used as an inhibitor of acyl-coenzyme A: cholesterol acyltransferase (ACAT) in Huh7.5.1 cells for testing its combination with direct-acting antivirals (DAAs) and to test its effect on lipid droplet accumulation in acidosis-adapted cancer cells. It may be used as an inhibitor of ACAT to assess cholesterol esterification in Trypanosoma cruzi.
UsesAvasimibe 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.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
武汉布林科技有限公司3456065315 13260619011 · [email protected]
上海毕得医药科技股份有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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