10388-48-4

Basic information

• Product Name: 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol
• Synonyms: (9β)-9,19-Cyclo-5α-lanost-25-ene-3β,24-diol;25-Cycloartene-3,24-diol;9,19-Cyclo-5α-lanost-25-ene-3β,24-diol;9β,19-Cyclolanost-25-ene-3β,24-diol;Cycloart-25-ene-3,24-diol;Cycloart-25-ene-3β,24-diol
• CAS NO: 10388-48-4
• Molecular Formula: C30H50O2
• Molecular Weight: 442.72
• Mol File: 10388-48-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 200-203 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 537.7±23.0 °C(Predicted)
• Appearance: /
• Density: 1.05±0.1 g/cm3(Predicted)
• PKA: 14.48±0.20(Predicted)
• CAS DataBase Reference: 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol(10388-48-4)
• EPA Substance Registry System: 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol(10388-48-4)

Safety Data

• Hazardous Substances Data: 10388-48-4(Hazardous Substances Data)

Usage

General Description

9,19-Cyclo-5α-lanost-25-ene-3β,24-diol is a sterol compound derived from lanosterol, which is an important precursor in the biosynthesis of cholesterol and steroid hormones. It is a triterpenoid molecule with a cycloartane skeleton and possesses a diol functional group at positions 3 and 24. 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol has been reported to exhibit various biological activities, including anti-inflammatory, anti-tumor, and anti-oxidant properties. It has also been studied for its potential therapeutic applications in the treatment of cardiovascular diseases and cancer. Additionally, 9,19-Cyclo-5α-lanost-25-ene-3β,24-diol is being investigated for its role in regulating cholesterol metabolism and lipid homeostasis. Overall, this chemical compound has attracted significant interest in the fields of pharmaceutical and medicinal chemistry due to its diverse biological effects and potential health benefits.

Upstream product

• 469-38-5 cycloartenol 
• 4936-10-1 9,19-cyclolanostan-3-one 
• 4657-58-3 cycloartanol 
• 4575-74-0 cycloartanyl acetate 

Relevant articles and documents

Biotransformation of cycloartane-type triterpenes by the fungus Glomerella fusarioides

Biotransformation of three cycloartane-type triterpenes, cycloartenol (1), 24-methylenecycloartanol (2), and cycloartenone (3), by the fungus Glomerella fusarioides was studied. Compound 1 was converted to 3, cycloart-25-ene-3β, 24-diol (4), and cycloartane-3β,24,25-triol (5). Compound 2 was metabolized to cycloeucalenol (6) and two new compounds, 24-methylcycloartane-3β,24, 241-triol (7) and 241-methoxy-24-methylcycloartane- 3β,24-diol (8). Compound 3 was converted into two new metabolites, 4α,4β,14α-trimethyl-9β,19-cyclopregnane-3,20-dione (9) and 25-hydroxy-24-methoxycycloartan-3-one (14), and four known compounds, viz., cycloartane-3,24-dione (10), 24-hydroxycycloart-25-en-3-one (11), (23E)-25-hydroxycycloart-23-en-3-one (12), and 24,25-dihydroxycycloartan-3-one (13). The structures of four new metabolites, 7, 8, 9, and 14, were established by spectroscopic methods.

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.