6-Hydroxystigmasta-4,22-dien-3-one

Base Information

• Chemical Name: 6-Hydroxystigmasta-4,22-dien-3-one
• CAS No.: 36450-01-8
• Molecular Formula: C₂₉H₄₆O₂
• Molecular Weight: 426.683
• DSSTox Substance ID: DTXSID301304898
• Nikkaji Number: J588.676G,J2.331.149F
• Wikidata: Q104994508
• Mol file: 36450-01-8.mol

Synonyms:6-Hydroxystigmasta-4,22-dien-3-one;36450-01-8;(6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;DTXSID301304898;AKOS040734992;FS-9808;Stigmasta-4,22-dien-6beta-ol-3-one;Stigmasta-4,22-dien-6.beta.-ol-3-one;6beta-Hydroxystigmasta-4,22-diene-3-one;(22E)-6beta-Hydroxystigmasta-4,22-diene-3-one;(6R,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Chemical Property of 6-Hydroxystigmasta-4,22-dien-3-one

Chemical Property:

• XLogP3: 7.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 426.349780706
• Heavy Atom Count: 31
• Complexity: 748

Purity/Quality:

98% ^*data from raw suppliers

6-Hydroxystigmasta-4,22-dien-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C=CC(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C)C(C)C
• Isomeric SMILES: CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H](C4=CC(=O)CC[C@]34C)O)C)C(C)C

Technology Process of 6-Hydroxystigmasta-4,22-dien-3-one

There total 4 articles about 6-Hydroxystigmasta-4,22-dien-3-one 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:

Stigmasterol (83-48-7) → (22E)-stigmasta-4,22-dien-3-one (20817-72-5,55722-32-2,83603-21-8) + (6β,22E)-hydroxy-stigmata-4,22-dien-3-one (36450-01-8) + 3-oxo-1,4,22-stigmastatrien-26-oic acid methyl ester + 3-oxo-4,22-stigmastadien-26-oic acid methyl ester

Guidance literature:

With polypropylene glycol; Tween 80; glycerol; sodium chloride; In ethanol; water; at 32 ℃; for 192h; Further byproducts given; Mycobacterium sp. BCS 396, agar, meat extract, yeast extract;

DOI:10.1016/0039-128X(95)00077-4

Reference yield:

Stigmasterol (83-48-7) → 24-ethylcholest-4,22-dien-3,6-dione (50868-51-4) + (22E)-stigmasta-4,22-dien-3-one (20817-72-5,55722-32-2,83603-21-8) + 6-hydroxystigmasta-4,22-dien-3-one (36450-01-8)

Guidance literature:

In water; at 30 ℃; for 192h; oxidation by persolvent fermentation with Pseudomonas sp. ST-200 in mixture of diphenylmethane-p-xylene;

DOI:10.1271/bbb.60.1146

Reference yield:

Stigmasterol (83-48-7) → (6β,22E)-hydroxy-stigmata-4,22-dien-3-one (36450-01-8)

Guidance literature:

With sodium dichromate; acetic acid; In benzene;

DOI:10.1246/bcsj.45.223

upstream raw materials:

Stigmasterol

stigmasta-4,22-diene-3,6-dione