alpha1-Sitosterol

Base Information

• Chemical Name: alpha1-Sitosterol
• CAS No.: 474-40-8
• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.726
• UNII: U71X1M7968
• DSSTox Substance ID: DTXSID5023584
• Nikkaji Number: J12.662D,J438.290K
• Wikidata: Q27104266
• Metabolomics Workbench ID: 34962
• ChEMBL ID: CHEMBL3184315
• Mol file: 474-40-8.mol

Synonyms:alpha1-Sitosterol;Citrostadienol;474-40-8;24-Ethylidenelophenol;Sitosterol alpha1;(Z)-24-ethylidenelophenol;.alpha.1-Sitosterol;Sitosterol, alpha1-;UNII-U71X1M7968;ALPHA-SITOSTEROL;24-ethylidene Iophenol;U71X1M7968;DTXSID5023584;CHEBI:33203;(3S,4S,5S,9R,10S,13R,14R,17R)-4,10,13-trimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;4alpha-methyl-24Z-ethylidene-cholest-7-en-3beta-ol;Stigmasta-7,24(28)-dien-3-ol, 4-methyl-, (3beta,4alpha,5alpha,24Z)-;Stigmasta-7,24(28)-dien-3-ol, 4-methyl-, (3.beta.,4.alpha.,5.alpha.,24Z)-;Lophenol, 24-ethylidene-;a1-Sitosterol;NCGC00159464-02;alpha-1-Sitosterol;24Z-Ethylidenelophenol;(24Z)-4-Methylstigmasta-7,24(28)-dien-3-ol #;.ALPHA.1 SITOSTEROL;SCHEMBL396103;5.alpha.-Stigmasta-7,24(28)-dien-3.beta.-ol, 4.alpha.-methyl-;DTXCID303584;SITOSTEROL, .ALPHA.1-;CHEMBL3184315;LPZCCMIISIBREI-JXMPMKKESA-N;.ALPHA.1-SITOSTEROL [MI];Tox21_113118;LMST01040144;AKOS040762538;CAS-474-40-8;Q27104266;4-alpha-Methyl-5-alpha-stigmasta-7,Z-24-dien-3-beta-ol;(3beta,4beta,5alpha)-4-Methylergosta-7,24(28)-dien-3-ol;(3beta,4alpha5alpha,24Z)-4-methylstigmasta-7,24(28)-dien-3-ol;4alpha-methyl-(24z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol;(3-beta,4-alpha,5-alpha,24Z)-4-Methylstigmasta-7,24(28)-dien-3-ol;(3.BETA.,4.ALPHA.,5.ALPHA.,24Z)-4-METHYLSTIGMASTA-7,24(28)-DIEN-3-OL

Chemical Property of alpha1-Sitosterol

Chemical Property:

• Vapor Pressure: 1.42E-12mmHg at 25°C
• Melting Point: 164-166°
• Refractive Index: 1.4910 (estimate)
• Boiling Point: 510.8°Cat760mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 224.6°C
• PSA: 20.23000
• Density: 0.98g/cm³
• LogP: 8.19090
• XLogP3: 9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 426.386166214
• Heavy Atom Count: 31
• Complexity: 716

Purity/Quality:

99%, ^*data from raw suppliers

Citrastadienol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4C)O)C)C)C(C)C
• Isomeric SMILES: C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)O)C)C)\C(C)C
• Uses: Citrastadienol is the intermediate in the biosynthesis of β-Sitosterol (S497050) and Stigmasterol (S686750). It is a phtosterol (plant sterol).

Technology Process of alpha1-Sitosterol

There total 1 articles about alpha1-Sitosterol 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:

→ 4α-Methyl-3β-hydroxy-5α-stigmastadien-7,24(28) (474-40-8,10400-38-1,11040-28-1,13614-09-0,15429-91-1,21490-23-3,39006-52-5,65437-63-0,120056-15-7)

Guidance literature:

entspr. Acetat, sied. methanol. KOH;

DOI:10.1016/S0040-4020(01)90835-X