570-89-8

Basic information

• Product Name: 4-cholesten-6-ol-3-one
• Synonyms: 4-cholesten-6-ol-3-one
• CAS NO: 570-89-8
• Molecular Formula: C₂₇H₄₄O₂
• Molecular Weight: 400.64
• Mol File: 570-89-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 518°Cat760mmHg
• Flash Point: 219°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 6.75E-13mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 4-cholesten-6-ol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cholesten-6-ol-3-one(570-89-8)
• EPA Substance Registry System: 4-cholesten-6-ol-3-one(570-89-8)

Safety Data

• Hazardous Substances Data: 570-89-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h15,17-18,20-23,25,29H,6-14,16H2,1-5H3/t18-,20+,21-,22+,23+,25-,26-,27-/m1/s1

Upstream product

• 601-54-7 Δ⁵-cholesten-3-one 
• 2207-76-3 6β-Hydroperoxycholest-4-en-3-one 
• 57-88-5 cholesterol 
• 601-54-7 Cholest-5-en-3-one 

Downstream Products

• 52118-34-0 Benzoic acid (6R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester 
• 601-57-0 Cholest-4-en-3-one 
• 2243-09-6 5α-cholestane-3,6-dione 

Relevant articles and documents

Stereospecific oxidation of 3β-hydroxysteroids by persolvent fermentation with Pseudomonas sp. ST-200

Pseudomonas sp. strain ST-200 isolated from a humus soil effectively oxidizes cholesterol dissolved in organic solvents but not that suspended in the growth medium. The organism does not assimilate cholesterol. This organism oxidized a variety of 5α- or 5-ene-steroids dissolved in organic solvent. First, the 3β-OH group was oxidized to a ketone group. The 3α-OH group was scarcely oxidized. Successively, C-6 position of 5-ene-steroids was hydroxylated, and a double bond of 5-ene-steroids was transferred from Δ5 to Δ4. Then, the 6-OH group was oxidized to a ketone group. Persolvent fermentation with ST-200 would provide an effective, convenient, and stereospecific method to oxidize the C-3 and C-6 positions of steroids.

Catalytic Oxygenation of Cholesterol with a Platinum Catalyst under Moderate Pressure of Oxygen

The catalytic oxigenation of cholesterol 1 with a platinum black catalyst under moderate pressure (20-25 atm) of oxygen yielded eleven oxidation products, 3-13a.The reaction pathway of the catalytic oxygenation is discussed on the basis of the results for several reaction conditions.