44707

Acitretin

≥98.0% (HPLC)

• Synonym(s): 9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
• Empirical Formula (Hill Notation): C₂₁H₂₆O₃
• CAS Number: 55079-83-9
• Molecular Weight: 326.43
• EC Number: 259-474-4
• MDL number: MFCD00866632
• UNSPSC Code: 41116107
• PubChem Substance ID: 57650239
• NACRES: NA.25

Properties

• Quality Level: 100
• assay: ≥98.0% (HPLC)
• form: powder
• SMILES string: COc1cc(C)c(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)c(C)c1C
• InChI: 1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+
• InChI key: IHUNBGSDBOWDMA-AQFIFDHZSA-N
• Gene Information: human ... RARA(5914), RARB(5915), RARG(5916), RXRA(6256), RXRB(6257), RXRG(6258)

Description

Application

Acitretin, a retinoid that binds to nuclear receptors and regulates gene expression, is a potent activator of the α-secretase ADAM10 gene expression and apoptosis inducer via the CD95 signalling pathway. Acitretin is a systemic retinoid drug used in the treatment of severe psoriasis.

Biochem/physiol Actions

Synthetic retinoid that is a metabolite of etretinate. Preferentially binds to cellular retinoic acid binding proteins (CRABPs).

Safety Information

• pictograms: GHS07,GHS08,GHS09
• signalword: Danger
• hcodes: H315 - H319 - H360 - H410
• pcodes: P201 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2
• Storage Class: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges