57605-81-9

Basic information

• Product Name: β-Cembrenediol
• Synonyms: (1S,2E,4R,6R,7E,11E)-2,7,11-Cembratriene-4,6-diol;β-4,8,13-Duvatriene-1,3-diol;β-Cembrenediol;(+)-β-Cembratrienediol;(1E,3R,5R,6E,10E,14S)-14-Isopropyl-3,7,11-trimethylcyclotetradeca-1,6,10-triene-3,5-diol;(1R,3R,4E,8E,12S,13E)-1,5,9-Trimethyl-12-(1-methylethyl)-4,8,13-cyclotetradecatriene-1,3-diol;Cembratriene-4,6-diol;beta-CeMbrenediol
• CAS NO: 57605-81-9
• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.48276
• Mol File: 57605-81-9.mol

Chemical Properties

• Boiling Point: 431.8°Cat760mmHg
• Flash Point: 187.4°C
• Appearance: /
• Density: 0.932g/cm³
• Vapor Pressure: 2.87E-09mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: β-Cembrenediol(CAS DataBase Reference)
• NIST Chemistry Reference: β-Cembrenediol(57605-81-9)
• EPA Substance Registry System: β-Cembrenediol(57605-81-9)

Safety Data

• Hazardous Substances Data: 57605-81-9(Hazardous Substances Data)

Usage

Uses

Used in Anticancer Applications:
β-Cembrenediol is used as an inhibitor of tumor promotion for its potential role in anticancer treatments. It has been identified as a novel c-Met inhibitor, which can help in the development of targeted therapies against cancer.
Used in Pharmaceutical Industry:
β-Cembrenediol is used as a bioactive compound for its potential application in the development of new drugs and therapeutic agents. Its ability to inhibit tumor promotion and act as a c-Met inhibitor makes it a valuable asset in the search for novel cancer treatments.

InChI:InChI=1/C20H34O2/c1-15(2)18-10-9-16(3)7-6-8-17(4)13-19(21)14-20(5,22)12-11-18/h7,11-13,15,18-19,21-22H,6,8-10,14H2,1-5H3/b12-11-,16-7-,17-13-/t18-,19+,20+/m1/s1

Upstream product

• 59284-88-7 (1S,2E,4R,6E,8S,11E)-2,6,11-cembratriene-4,8-diol 
• 84367-90-8 (1S,2E,4S,6E,8S,11E)-2,6,11-cembratriene-4,8-diol 
• 57605-80-8 (4E,8E,13E)-(1S,3R,12S)-12-Isopropyl-1,5,9-trimethyl-cyclotetradeca-4,8,13-triene-1,3-diol 

Downstream Products

• 99050-02-9 <(2E,4R,6R,7E,11E)-4-Hydroxycembra-2,7,11-trien-6-yl>-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosid 
• 99050-03-0 3,4,6-Tri-O-benzyl-1,2-O-<(2E,4R,6R,7E,11E)-1-(4-hydroxycembra-2,7,11-trien-6-yloxy)ethyliden>-α-D-glucopyranose 
• 1026661-40-4 C₂₈H₄₁NO₃ 
• 57605-80-8 (4E,8E,13E)-(1S,3R,12S)-12-Isopropyl-1,5,9-trimethyl-cyclotetradeca-4,8,13-triene-1,3-diol 
• 59284-88-7 (1S,2E,4R,6E,8S,11E)-2,6,11-cembratriene-4,8-diol 
• 84367-90-8 (1S,2E,4S,6E,8S,11E)-2,6,11-cembratriene-4,8-diol 
• 84367-92-0 (1S,2E,4S,6E,8R,11E)-2,6,11-cembratriene-4,8-diol 
• 15371-32-1 10-isopropyl-3,7,13-trimethyl-2,6,11,13-tetradecatetraen-1-al 

Relevant articles and documents

Syntheses of thunbergols and α- and β-cembra-2,7,11-triene-4,6-diols

Alkylation of the racemic sulfone 25, available from the epoxide 8, using the iodide 24 followed by reduction gives the protected hydroxy acetal 27. Selective deprotection gives the alcohol 28. This is converted into the bromide 29 which is used to alkyla

Cembrenediols in the curing of tobacco. X-ray crystal structures of β-cembrenediol and α-cembreneketol

[U-14C]-α-and β-Cembrenediols (CBDs) have been prepared photosynthetically using 14CO, assimilated by the tobacco plant. Isotopic hydrogen.

Tobacco Chemistry. 56. The Stereochemistries of the Tobacco Diterpenoids: The (1S,2E,4S,6E,8S,11E)- and (1S,2E,4R,6E,8S,11E)-2,6,11-Cembratriene-4,8-diols. Acid-induced Transformations of Cembratrienediols

The stereochemistries of the (1S,2E,4S,6E,8S,11E)- and (1S,2E,4R,6E,8S,11E)-2,6,11-cembratriene-4,8-diols (1, 2) have been determined by X-ray analysis.Acid-induced transformations of the 4,8-diols (1, 2) and the (1S,2E,4S,6R,7E,11E)- and (1S,2E,4R,6R,7E,11E)-cembratriene-4,6-diols (3, 4) have been studied.The results show that the 4S,6R- and 4R,6R-diols (3, 4) are interconvertible with the 4S,8S- and 4S,8R-diols (1, 7) and with the 4R,8S-diol (2), respectively.The 4,6-diols (3, 4) also undergo epimerization reactions and a fragmentation reaction yielding a seco-aldehyde (6).