Lumisterol 3

Base Information

• Chemical Name: Lumisterol 3
• CAS No.: 5226-01-7
• Molecular Formula: C27H44 O
• Molecular Weight: 384.646
• European Community (EC) Number: 226-025-9
• Nikkaji Number: J39.469F
• Wikidata: Q106039637
• Metabolomics Workbench ID: 34533
• Mol file: 5226-01-7.mol

Synonyms:lumisterol 3;5226-01-7;Lumisterol 3 (>90%);Cholecalciferol Impurity C;9beta,10alpha-Cholesta-5,7-dien-3beta-ol;(3S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol;SCHEMBL12981817;CHEBI:166836;9b,10a-cholesta-5,7-diene-3bol;EINECS 226-025-9;9b,10a-Cholesta-5,7-dien-3b-ol;LMST01010247;AKOS040758174;MS-26339;(3b,9b,10a)-Cholesta-5,7-dien-3-ol;HY-112023;CS-0042405;F82213

Chemical Property of Lumisterol 3

Chemical Property:

• Boiling Point: 493.7°Cat760mmHg
• PKA: 14.91±0.70(Predicted)
• Flash Point: 212.3°C
• PSA: 20.23000
• Density: 1g/cm³
• LogP: 7.30880
• Storage Temp.: Amber Vial, -86°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated)
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 384.339216023
• Heavy Atom Count: 28
• Complexity: 643

Purity/Quality:

99%, ^*data from raw suppliers

Lumisterol3(>90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3C2=CC=C4[C@]3(CC[C@@H](C4)O)C)C
• Uses: Lumisterol3 is an isomer of Vitamin D3 (V676045). Lumisterol3 is used in the preparation of vitamin D analogs. Lumisterol 3 (Cholecalciferol EP Impurity A) is an isomer of Vitamin D3 (V676045). Lumisterol 3 is used in the preparation of vitamin D analogs.

Technology Process of Lumisterol 3

There total 15 articles about Lumisterol 3 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: 96.0%

cholesta-5,7-dien-3β-yl acetate (1059-86-5,17944-22-8,57818-99-2,104639-66-9,117605-67-1,124917-15-3) → cholesta-5,7-dien-3β-ol (434-16-2,5226-01-7,10346-43-7,10346-44-8,57651-84-0,117605-68-2)

Guidance literature:

With sodium hydroxide; In methanol; for 1h; Heating;

Reference yield: 20.0%

7-dehydrocholesterol (434-16-2) → previtamin D3 (1173-13-3) + lumisterol3 (434-16-2,5226-01-7,10346-43-7,10346-44-8,57651-84-0,117605-68-2) + tachysterol3 (1173-13-3,17592-07-3,24945-46-8,57651-22-6)

Guidance literature:

In various solvent(s); for 0.916667h; Product distribution; Irradiation;

DOI:10.1039/P29910000523

Reference yield:

previtamin D3 (1173-13-3) → 7-dehydrocholesterol (434-16-2) + Lumisterol3 (5226-01-7) + tachysterol3 (1173-13-3,17592-07-3,24945-46-8,57651-22-6)

Guidance literature:

Quantum yield; Irradiation; 302.5 and 254 nm;

DOI:10.1016/S0040-4039(01)82052-9

upstream raw materials:

7-dehydrocholesterol

previtamin D₃

cholesta-5,7-dien-3β-yl acetate

previtamin D₃

Downstream raw materials:

previtamin D₃

tachysterol₃

7-dehydrocholesterol

3.5-dinitro-benzoic acid-(9β.10α-cholestadien-(5.7)-yl-(3β)-ester)

Refernces

• 1、 Schultz, Forrest S.,Anderson, Marc A.. "Effects of surface adsorption and confinement on the photochemical selectivity of previtamin D3 adsorbed within porous sol-gel derived alumina". . p. 4933 - 4940. Retrieved 2007/10/03.
• 2、 Dauben, William G.,Share, Paul E.,Ollmann, Richard R., Jr.. "Triene Photophysics and Photochemistry: Previtamin D3". . p. 2548 - 2554. Retrieved 2007/10/02.