145919-42-2

Basic information

• Product Name: 29-methylidene-2,3-oxidosqualene
• Synonyms: 29-methylidene-2,3-oxidosqualene
• CAS NO: 145919-42-2
• Molecular Formula: C31H50 O
• Molecular Weight: 438.73
• Mol File: 145919-42-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 516.5°Cat760mmHg
• Flash Point: 251.8°C
• Appearance: /
• Density: 0.885g/cm³
• Vapor Pressure: 2.9E-10mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 29-methylidene-2,3-oxidosqualene(CAS DataBase Reference)
• NIST Chemistry Reference: 29-methylidene-2,3-oxidosqualene(145919-42-2)
• EPA Substance Registry System: 29-methylidene-2,3-oxidosqualene(145919-42-2)

Safety Data

• Hazardous Substances Data: 145919-42-2(Hazardous Substances Data)

Usage

General Description

29-methylidene-2,3-oxidosqualene is a chemical compound that plays a crucial role in the biosynthesis of steroids and triterpenoids. It is an important intermediate in the biosynthetic pathway of cholesterol, a vital component of cell membranes and a precursor to steroid hormones. 29-methylidene-2,3-oxidosqualene is also involved in the synthesis of other biologically active molecules, including brassinosteroids and oxidosqualene-derived triterpenoids with diverse functions in plants. 29-methylidene-2,3-oxidosqualene is produced in organisms such as plants and fungi through a series of enzymatic reactions from squalene, and it can serve as a starting point for the formation of a wide variety of bioactive compounds with important physiological and pharmacological properties.

InChI:InChI=1/C31H50O/c1-8-10-11-22-29(16-9-2)23-15-21-27(4)18-13-12-17-26(3)19-14-20-28(5)24-25-30-31(6,7)32-30/h8-10,17-18,20,23,30H,2,11-16,19,21-22,24-25H2,1,3-7H3/b10-8-,26-17+,27-18+,28-20+,29-23-

Upstream product

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• 1779-49-3 Methyltriphenylphosphonium bromide 
• 201002-80-4 (2E,6E,10E,14E)-17-(3,3-Dimethyl-oxiranyl)-6,11,15-trimethyl-2-(4-methyl-pent-3-enyl)-heptadeca-2,6,10,14-tetraenal 
• 137846-83-4 (2Z,6E,10E,14E)-17-(3,3-Dimethyl-oxiranyl)-6,11,15-trimethyl-2-(4-methyl-pent-3-enyl)-heptadeca-2,6,10,14-tetraenal 
• 201002-78-0 (2E,6E,10E,14E)-17-(3,3-Dimethyl-oxiranyl)-6,11,15-trimethyl-2-(4-methyl-pent-3-enyl)-heptadeca-2,6,10,14-tetraenoic acid methyl ester 
• 166115-27-1 (6E,10E,14E)-3-bromo-17-(1,3-dioxolan-2-yl)-2,6,10,15-tetramethylheptadeca-6,10,14-trien-2-ol 
• 145362-85-2 2-[(3E,7E,11E)-3,8,12,16-pentamethylheptadeca-3,7,11,15-tetraenyl]-1,3-dioxolane 
• 137372-85-1 2-[Bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-6-methyl-hept-5-enoic acid methyl ester 
• 56882-09-8 (4E,8E,12E)-4,9,13,17-Tetramethyloctadeca-4,8,12,16-tetraen-1-al 
• 118198-28-0 C₂₂ squalene aldehyde external epoxide 
• 158648-69-2 (3S)-(6E,10E,14E,18Z)-2,3-Epoxy-2,6,10,15,23-pentamethyl-19-formyl-6,10,14,18,22-tetracosapentaene 
• 19493-09-5 Methylenetriphenylphosphorane 
• 137868-17-8 (2Z,6E,10E,14E)-18-Bromo-6,11,15,19-tetramethyl-2-(4-methyl-pent-3-enyl)-icosa-2,6,10,14-tetraene-1,19-diol 

Relevant articles and documents

Asymmetric synthesis of a mechanism-based inhibitor of oxidosqualene cyclase

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Potency and inactivation rates of analogues of an irreversible inhibitor of vertebrate oxidosqualene cyclase

Truncated, 22(23)-dihydro, and fluorinated analogues of (3S)-29-methylidene-2,3-oxidosqualene (29-MOS) were prepared and inhibitory potencies and rates of inactivation of rat oxidosqualene cyclase were measured. Rapid mechanism-based enzyme inactivation was observed for both methylidene and difluoromethylidene analogues with complete pro-side chains, but not for truncated analogues.