Secalciferol

Base Information

• Chemical Name: Secalciferol
• CAS No.: 55721-11-4
• Molecular Formula: C27H44O3
• Molecular Weight: 416.645
• European Community (EC) Number: 254-749-5,634-684-2
• UNII: 460029IUDA
• DSSTox Substance ID: DTXSID4021260
• Nikkaji Number: J283.447B,J458.721I
• Wikipedia: 24,25-Dihydroxycholecalciferol
• Wikidata: Q27103914
• NCI Thesaurus Code: C152314
• Metabolomics Workbench ID: 35822
• ChEMBL ID: CHEMBL1590076
• Mol file: 55721-11-4.mol

Synonyms:(24R)-24,25-Dihydroxyvitamin D3;24,25 Dihydroxycholecalciferol;24,25 Dihydroxyvitamin D 3;24,25 Dihydroxyvitamin D3;24,25-Dihydroxycholecalciferol;24,25-Dihydroxyvitamin D 3;24,25-Dihydroxyvitamin D 3, (3beta,5Z,7E,24R)-Isomer;24,25-Dihydroxyvitamin D3;24R,25 Dihydroxycholecalciferol;24R,25-Dihydroxycholecalciferol;Dihydroxyvitamin D3, 24,25

Chemical Property of Secalciferol

Chemical Property:

• Vapor Pressure: 2.03E-15mmHg at 25°C
• Melting Point: 63-65°C
• Refractive Index: 1.547
• Boiling Point: 571.1 ºC at 760 mmHg
• PKA: 14.67±0.29(Predicted)
• Flash Point: 241.5 ºC
• PSA: 60.69000
• Density: 1.06 g/cm³
• LogP: 5.70470
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 416.32904526
• Heavy Atom Count: 30
• Complexity: 688

Purity/Quality:

97% ^*data from raw suppliers

Vascular Endothelial Growth Factor Receptor 2 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+
• Statements: 28
• Safety Statements: 28-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(C(C)(C)O)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
• Isomeric SMILES: C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C
• Uses: A labelled metabolite of Vitamin D, a possible anti-inflammatory steroid. A labelled metabolite of Vitamin D, a possibly anti-inflammatory steroid. A metabolite of Vitamin D, a possibly anti-inflammatory steroid.

Technology Process of Secalciferol

There total 76 articles about Secalciferol 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: 88.0%

C38H66O4Si (1243679-37-9) → 24(R),25-dihydroxycholecalciferol (55721-11-4,272776-87-1)

Guidance literature:

C₃₈H₆₆O₄Si; With tetrabutyl ammonium fluoride; In tetrahydrofuran;

With sodium methylate; In tetrahydrofuran;

DOI:10.1016/j.jsbmb.2010.03.071

Reference yield: 19.5%

3-acetate of (24R)-24,25-dihydroxyvitamin D3 (63840-62-0,63840-63-1,136463-30-4) → 24(R),25-dihydroxycholecalciferol (55721-11-4,272776-87-1)

Guidance literature:

With potassium hydroxide; In methanol; for 1h;

Reference yield:

(3β,5Z,7E,24R)-3-[(tert-butyldimethylsilyl)oxy]-9,10-secocholesta-5,7,10(19)-triene-24,25-diol cyclic 24,25-(1-methylethylidene acetal) (474432-41-2) → 24(R),25-dihydroxycholecalciferol (55721-11-4,272776-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: nBu₄NF*3H₂O / tetrahydrofuran / 23 h

2: 20 mg / AG 50W-X₄ resin / methanol / 24 h

With AG 50W-X₄ resin; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol;

DOI:10.1002/1521-3765(20020617)8:12<2747::AID-CHEM2747>3.0.CO;2-J

upstream raw materials:

(24R)-24,25-dihydroxyprovitamin D₃

3-acetate of (24R)-24,25-dihydroxyvitamin D₃

(6RS,24R)-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10⁽¹⁹⁾-dien-24,25-diol

25-hydroxycholesta-5,7-dien-3β,24-diyl diacetate

Downstream raw materials:

(1alpha,24R,25)-trihydroxy-Vitamin D₃