Cycloartenol

Base Information

• Chemical Name: Cycloartenol
• CAS No.: 469-38-5
• Molecular Formula: C30H50O
• Molecular Weight: 426.726
• Hs Code.: 9999999999
• UNII: YU32VE82N3
• DSSTox Substance ID: DTXSID60894760
• Nikkaji Number: J11.335B
• Wikipedia: Cycloartenol
• Wikidata: Q586501
• ChEMBL ID: CHEMBL225815
• Mol file: 469-38-5.mol

Synonyms:cycloartenol;cycloarterenol

Chemical Property of Cycloartenol

Chemical Property:

• Vapor Pressure: 2.47E-12mmHg at 25°C
• Melting Point: 115～117℃
• Refractive Index: 1.538
• Boiling Point: 505.464 °C at 760 mmHg
• PKA: 15.14±0.70(Predicted)
• Flash Point: 221.931 °C
• PSA: 20.23000
• Density: 1.01 g/cm³
• LogP: 8.16890
• Storage Temp.: -20°C Freezer
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 426.386166214
• Heavy Atom Count: 31
• Complexity: 760

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cycloartenol(>90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• Isomeric SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• Uses: Cycloartenol is a triterpenoid used in eukaryotic steroid biosynthesis.

Technology Process of Cycloartenol

There total 10 articles about Cycloartenol 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: 94.0%

Cycloartenol (21238-33-5) → cycloartenol (469-38-5)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

Reference yield:

methanol (67-56-1) + Cycloartenol (21238-33-5) → 24-methylenecycloartanol (1449-09-8,13614-08-9,118628-12-9) + cycloartenol (469-38-5)

Guidance literature:

With sodium hydroxide; water; In ethanol; isopropyl alcohol; for 2h; Heating / reflux;

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) → parkeol (514-45-4) + cycloartenol (469-38-5) + tirucallol (79-63-0)

Guidance literature:

With CAS₁Ile₈₄₁Val mutant; YPG+heme;

DOI:10.1021/ja992589b

upstream raw materials:

cycloartenol acetate

Cycloartenol

Arundinol

2,3-Oxidosqualene

Downstream raw materials:

cycloartenyl acetate

cycloartanol

parkeol

tirucallol

Refernces

• 1、 Guo, Si-Yuan,Yin, Yan,Lei, Tao,Shi, Ying-Hui,Gao, Wei,Zhang, Xia-Nan,Li, Jia. "A cycloartenol synthase from the steroidal saponin biosynthesis pathway of Paris polyphylla". . p. 353 - 362. Retrieved 2021.
• 2、 Takase, Shohei,Saga, Yusuke,Kurihara, Nozomi,Naraki, Shingo,Kuze, Kenta,Nakata, Genki,Araki, Takeshi,Kushiro, Tetsuo. "Control of the 1,2-rearrangement process by oxidosqualene cyclases during triterpene biosynthesis". . p. 7331 - 7336. Retrieved 2015/07/01.