54278-89-6

Basic information

• Product Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name)
• CAS NO: 54278-89-6
• Molecular Formula: C₂₇H₄₄O
• Molecular Weight: 384.6377
• Mol File: 54278-89-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 479.884°C at 760 mmHg
• Flash Point: 208.3°C
• Density: 1g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name)(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name)(54278-89-6)
• EPA Substance Registry System: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name)(54278-89-6)

Safety Data

• Hazardous Substances Data: 54278-89-6(Hazardous Substances Data)

Usage

Description

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name) is a complex organic compound characterized by a cyclopenta[a]phenanthrene backbone. It features a cyclopentane ring fused to a phenanthrene ring, multiple methyl groups attached to carbon atoms, a hydroxyl group, a double bond, and a branched side chain. Its unique structure and properties suggest potential bioactivity and applications in various fields.

Uses

Used in Pharmaceutical Industry:
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name) is used as a potential pharmaceutical agent due to its complex structure and bioactivity. Its unique features may contribute to the development of new drugs or therapeutic agents.
Used in Natural Products Industry:
In the natural products industry, (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name) may be utilized for its potential bioactive properties. It could be explored for use in the development of natural health products or cosmetics.
Used in Organic Synthesis:
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,3E,5S)-5-methylhept-3-en-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (non-preferred name) is used as a building block or intermediate in organic synthesis. Its complex structure and functional groups make it a valuable component in the synthesis of other organic compounds for various applications.

Upstream product

• 53139-42-7 stigmasteryl tosylate 
• 91509-35-2 (E)-(3S,6R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-enoic acid ethyl ester 
• 91509-33-0 (2S,3R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-4-yn-3-ol 
• 91509-34-1 (Z)-(2S,3S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-4-en-3-ol 
• 25819-77-6 6β-methoxy-3α,5β-cyclo-23-norchol-22-al 
• 81477-29-4 (22E,24S)-27-nor-3α,5-cyclo-6β-methoxy-24-methyl-5α-cholest-22-en-26-ol p-toluenesulfonate 
• 81477-27-2 ethyl (22E,24S)-27-nor-3α,5-cyclo-6β-methoxy-24-methyl-5α-cholest-22-en-26-oate 
• 81477-28-3 (22E,24S)-27-nor-3α,5-cyclo-6β-methoxy-24-methyl-5α-cholest-22-en-26-ol 
• 81477-14-7 (22R)-26,27-dinor-3α,5-cyclo-6β-methoxy-5α-cholest-23-yn-22-ol 
• 81477-15-8 (22S)-26,27-dinor-3α,5-cyclo-6β-methoxy-5α-cholest-23-yn-22-ol 
• 81477-23-8 (3β,5α,6β,22S,23Z)-6-methoxy-3,5-cyclo-26,27-dinorcholest-23-en-22-ol 
• 81477-26-1 (22R,23E)-26,27-dinor-3α,5-cyclo-6β-methoxy-5α-cholest-23-en-22-ol 
• 25819-77-6 6β-Methoxy-3α,5-cyclo-23,24-dinor-5α-cholan-22-al 
• 57637-02-2 (22E,24S)-27-nor-24-methylcholesta-5,22-dien-3β-ol acetate 

Downstream Products

• 58514-32-2 (22E,24S)-27-nor-24-methyl-5α-cholest-22-en-3β-ol 

Relevant articles and documents

STEREOCONTROLLED SYNTHESIS AND DETERMINATION OF THE C-24 AND 25 STEREOCHEMISTRY OF GLAUCASTEROL

(24S,25S)- and (24R,25R)-24,26-Cyclocholesta-5,22E-dien-3β-ols (1a and 1b) were synthesized stereoselectively.Their 1H NMR comparison with natural glaucasterol (1) allowed to conclude that 1 possesses 24S, 25S stereochemistry.

Synthesis of sterols with modified side chains

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