4657-58-3

Basic information

• Product Name: CYCLOARTANOL
• Synonyms: CYCLOARTANOL;(9β)-9,19-Cyclolanostan-3β-ol;5α-Cycloartan-3β-ol;Nsc226173;3beta-Cycloartanol;9,19-Cyclolanostan-3beta-ol
• CAS NO: 4657-58-3
• Molecular Formula: C30H52O
• Molecular Weight: 428.74
• Mol File: 4657-58-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 503.3°Cat760mmHg
• Flash Point: 222°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 3.08E-12mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: CYCLOARTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOARTANOL(4657-58-3)
• EPA Substance Registry System: CYCLOARTANOL(4657-58-3)

Safety Data

• Hazardous Substances Data: 4657-58-3(Hazardous Substances Data)

Usage

General Description

Cycloartenol, also known as cycloartanol, is a molecule that belongs to the family of sterols, a type of molecular structure common in plants and animals. It is a chemical precursor to cholesterol and other sterols in many organisms, most notably in plants. Cycloartenol plays a key role in the synthesis of these essential compounds, and it's also utilized in scientific research due to its structural properties. Known for its tetracyclic triterpenoid structure, cycloartenol is synthesized from squalene in a process involving multiple enzymes and reactions.

InChI:InChI=1/C30H52O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h20-25,31H,8-19H2,1-7H3

Upstream product

• 2845-03-6 ¹⁴C-acetic acid 
• 469-39-6 cycloeucalenol 
• 4936-10-1 9,19-cyclolanostan-3-one 
• 469-38-5 handianol 
• 511-63-7 cycloart-24-en-3-one 
• 136891-88-8 (E)-3-(4-Acetoxy-phenyl)-acrylic acid (3S,5R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hex-4-enyl)-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3-yl ester 
• 136891-87-7 Arundinol 
• 4575-74-0 cycloartanyl acetate 
• 55529-59-4 (3S,5R,8S,9S,10R,13R,14S,17R)-17-((Z)-(R)-6-Hydroxy-1,5-dimethyl-hex-4-enyl)-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3-ol 
• 1768-79-2 cycloart-25-en-3β-ol 
• 469-38-5 cycloartenol 
• 1259-10-5 cycloartenyl acetate 

Downstream Products

• 79-62-9 24,25-dihydrolanosterol 
• 6593-07-3 5α-Lanost-7-en-3β-ol 
• 28032-52-2 5α-Lanost-9(11)-en-3β-ol 
• 88392-51-2 Cucurbit-5(10)-en-3β-ol 
• 35030-61-6 10α-Cucurbit-5-en-3β-ol 
• 54482-57-4 (23E)-25-hydroxycycloart-23-ene-3β,25-diol 
• 99946-06-2 cycloart-25-en-3b,24-diol 
• 4575-74-0 cycloartanyl acetate 
• 4936-10-1 cycloartanone 
• 4936-10-1 9,19-cyclolanostan-3-one 

Relevant articles and documents

Studies on constituents of medicinal plants. XIV. Constituents of Schizandra nigra Max.

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DRUGS, FOOD OR DRINK FOR IMPROVING PANCREATIC FUNCTIONS

Compounds having a cyclolanostane skeleton such as 9,19-cyclolanostan-3-ol and 24-methylene-9,19-cyclolanostan-3-ol are used as an active ingredient of a drug and food or drink for improving pancreatic functions.

Cytotoxic triterpenoids from the leaves of Euphorbia pulcherrima

Two cytotoxic triterpenes have been isolated from Euphorbia pulcherrima. Their structures and stereochemistry have been established from NMR, IR, and EI-mass spectroscopy. The compounds were identified as 9,19-cycloart-23-ene-3β,25-diol and 9,19-cycloart-25-ene-3β,24-diol. Cytotoxicity evaluation was performed using Ehrlich ascites tumor cells. While cycloartenol induced no cytotoxic activity against Ehrlich ascites tumor cells, both isolated triterpenes exhibited cell inactivating effects. The IC50 is approximately 7.5 μM, while the IC90 is approximately 13.5 μM for 9,19-cycloart-25-ene-3β,24-diol. The 3β,25-diol compound is 50% less active.