SMB00925

5,6-trans-vitamin D3

≥90% (HPLC)

• Synonym(s): 5,6-trans-vitamin D3, (3b,5E,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol, calciol, cholecalciferol, colecalciferol
• Empirical Formula (Hill Notation): C₂₇H₄₄O
• CAS Number: 22350-41-0
• Molecular Weight: 384.64
• UNSPSC Code: 12352205
• NACRES: NA.25

Properties

• Quality Level: 100
• assay: ≥90% (HPLC)
• form: solid
• concentration: ≤100%
• color: white to pale yellow
• storage temp.: −20°C
• SMILES string: Canonical: CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)CIsomeric:C[C@H](CCCC(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C\3/C[C@H](CCC3=C)O)C
• InChI: 1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
• InChI key: QYSXJUFSXHHAJI-YRZJJWOYSA-N

Description

General description

Calciol is a hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D₃, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D₃), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D₃), the active hormone. It has a role as a human metabolite. It is a seco-cholestane, a hydroxy seco-steroid, a member of D₃ vitamins, a secondary alcohol and a steroid hormone.

Also known as 5,6-trans-Cholecalciferol, this compound is the major photoisomer of the Vitamin D3 analog and acts as a biologically active form of cholecalciferol (vitamin D). Vitamin D3 induces cell differentiation and prevents the proliferation of cancer cells. Additionally, 5,6-trans-Cholecalciferol activates calcium-dependent signaling pathways crucial for bone metabolism and the immune system. It is a versatile molecule with hypoglycemic and anti-inflammatory properties, making it applicable in immunology, oncology, metabolomics, and biochemical research.

Application

5,6-trans-vitamin D3 has been used:

• to study the effects of different derivatives of vitamin D3 on bone resorption
• to study the antiproliferative activity of photoisomers

Features and Benefits

• Can be used in Metabolomics and Biochemical research
• High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300 + H310 + H330,H372
• pcodes: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P314
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - STOT RE 1
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable