SMB00579

Tacalcitol

≥99% (HPLC)

• Synonym(s): (1α,3β,5Z,7E,24R)-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol, 1α,24R-dihydroxycholecalciferol, 1α,24R-dihydroxyvitamin D₃
• Empirical Formula (Hill Notation): C₂₇H₄₄O₃
• CAS Number: 57333-96-7
• Molecular Weight: 416.64
• MDL number: MFCD00866623
• UNSPSC Code: 12352205
• PubChem Substance ID: 329825068
• NACRES: NA.79

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• Assay: ≥99% (HPLC)
• form: powder
• technique(s): HPLC: suitable
• color: white to off-white
• storage temp.: −20°C
• SMILES string: C[C@]1(CCC/2)[C@](CC[C@]1([H])[C@H](C)CC[C@@H](O)C(C)C)([H])C2=C\C=C3C[C@@H](O)C[C@H](O)C\3=C
• InChI: 1S/C27H44O3/c1-17(2)25(29)13-8-18(3)23-11-12-24-20(7-6-14-27(23,24)5)9-10-21-15-22(28)16-26(30)19(21)4/h9-10,17-18,22-26,28-30H,4,6-8,11-16H2,1-3,5H3/b20-9+,21-10-/t18-,22-,23-,24+,25-,26+,27-/m1/s1
• InChI key: BJYLYJCXYAMOFT-RSFVBTMBSA-N

Description

General description

Tacalcitol is a synthetic vitamin D₃ analog. It is a vitamin D3 derivative, also known as 1α,24-dihydroxyvitamin D3.

Biochem/physiol Actions

Tacalcitol is widely used in the treatment of dermatosis due to its ability to inhibit keratinocyte proliferation and induce cell differentiation. It also has anti-inflammatory activity and has been shown to reduce cutaneous inflammation via suppression of leukocyte infiltration in skin. Tacalcitol is topically used for the treatment of psoriasis and has also been found to be effective in the treatment of acquired perforating collagenosis (APC), a rare perforating dermatosis. Studies suggest that this compound has potential for the treatment of the hereditary disorder Hailey-Hailey Disease.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300
• Precautionary Statements: P301 + P330 + P331 + P310
• Hazard Classifications: Acute Tox. 1 Oral
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable