Cucurbitadienol

Base Information

• Chemical Name: Cucurbitadienol
• CAS No.: 35012-08-9
• Molecular Formula: C30H50O
• Molecular Weight: 426.726
• ChEMBL ID: CHEMBL497823
• DSSTox Substance ID: DTXSID501317025
• Metabolomics Workbench ID: 62220
• Nikkaji Number: J132.870K
• Wikidata: Q27131919
• Mol file: 35012-08-9.mol

Synonyms:19(10--9 beta)abeo-lanosta-5(6),24-dien-3 beta-ol;cucurbita-5,24-dien-3-ol

Chemical Property of Cucurbitadienol

Chemical Property:

• Boiling Point: 499.4±14.0 °C(Predicted)
• PKA: 15.07±0.70(Predicted)
• PSA: 20.23000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 8.33500
• XLogP3: 9.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 426.386166214
• Heavy Atom Count: 31
• Complexity: 754

Purity/Quality:

99%+, ^*data from raw suppliers

Cucurbitadienol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC2(C1(CCC3(C2CC=C4C3CCC(C4(C)C)O)C)C)C
• Isomeric SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O)C)C)C

Technology Process of Cucurbitadienol

There total 2 articles about Cucurbitadienol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,3-Oxidosqualene (14050-42-1,54910-48-4,54910-49-5,54910-50-8,55058-26-9,55058-27-0,132199-42-9,138809-21-9,147731-51-9,7200-26-2,54274-53-2,71606-52-5) → cycloartenol (469-38-5) + 10α-cucurbita-5,24-diene-3β-ol (35012-08-9)

Guidance literature:

With Pisum sativum cycloartenol synthase G₆₁₇A mutant;

DOI:10.1039/c5ob00714c

Reference yield:

cycloartenol (469-38-5) → parkeol (514-45-4) + tirucallol (79-63-0) + Cucurbita-5(10),24-dien-3β-ol (110654-88-1) + 10α-cucurbita-5,24-diene-3β-ol (35012-08-9) + tirucalla-7,24-dien-3β-ol (23515-91-5) + 5α-Lanosta-9(11),25-dien-3β-ol (129763-89-9)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; at 80 ℃; for 12h; Product distribution;

DOI:10.1021/jo00178a030

upstream raw materials:

cycloartenol

2,3-Oxidosqualene

Refernces

• 1、 Shimizu, Naoto,Itoh, Toshihiro,Saito, Masao,Matsumoto, Taro. "Acid-Catalyzed Isomerization of Cycloartane Triterpene Alcohols. The Formation of Cucurbitane- and Lanostane-Type Isomers". . p. 709 - 712. Retrieved 2007/10/02.