Tirucalla-7,24-dien-3beta-ol

Base Information

• Chemical Name: Tirucalla-7,24-dien-3beta-ol
• CAS No.: 33755-52-1
• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.726
• ChEMBL ID: CHEMBL1835433
• DSSTox Substance ID: DTXSID901312291
• Metabolomics Workbench ID: 62802
• Nikkaji Number: J589.834J
• Wikidata: Q27132641
• Mol file: 33755-52-1.mol

Synonyms:Tirucalla-7,24-dien-3beta-ol;tirucalladienol;Delta(7)-tirucallol;CHEBI:63468;5alpha-tirucalla-7,24-dien-3beta-ol;(13alpha,14beta,17alpha,20S)-lanosta-7,24-dien-3beta-ol;(3beta,13alpha,14beta,17alpha,20S)-lanosta-7,24-dien-3-ol;SCHEMBL6274473;CHEMBL1835433;DTXSID901312291;33755-52-1;C20195;Q27132641;(3S,5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Chemical Property of Tirucalla-7,24-dien-3beta-ol

Chemical Property:

• Vapor Pressure: 5.11E-12mmHg at 25°C
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC2(C1(CCC3C2=CCC4C3(CCC(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@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C

Technology Process of Tirucalla-7,24-dien-3beta-ol

There total 15 articles about Tirucalla-7,24-dien-3beta-ol 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: 81.0%

5α-tirucalla-7,24-dien-3-one (59781-41-8) → Δ7-tirucallol (33755-52-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 3h; Heating;

Reference yield:

tirucalla-7,24-dien-3β-yl 2'E,4'E-decadienoate (1160003-40-6) → Δ7-tirucallol (33755-52-1)

Guidance literature:

With potassium hydroxide; In ethanol; chloroform; at 20 ℃; for 5h;

DOI:10.1021/np900127j

Reference yield:

tirucalla-7,24-dien-3β,23-diol → tirucalla-7,24-dien-3β-ol (472-28-6,23515-91-5,33755-52-1,82570-28-3,110311-42-7,117019-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 22 mg / pyridinium chlorochromate / CH₂Cl₂ / 0 °C

2: 200 mg / pyridine / 6 h / 27 °C

3: 65 mg / lithium, ethylenediamine / 0.42 h / 110 °C

With pyridine; lithium; ethylenediamine; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0031-9422(00)95207-5

upstream raw materials:

3-oxotirucalla-7,24-dien-23-yl acetate

3-oxotirucalla-7,24-dien-23-ol

5α-tirucalla-7,24-dien-3-one

(24Z)-27-hydroxy-7,24-tirucalladien-3-one

Downstream raw materials:

euphene-(7)-triol-(3β,24ξ,25)