Structure via PubChem · Public domain (PubChem)
acitretin
Sign in to saveAlso known as Ro-101670000, Soriatane®, (all-E)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid, Etretin, all-trans-3,7-Dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-2,4,6,8-nonatetraenoic acid, Acitretina, Acitretine
Acitretin, sold under the brand names Neotigason and Soriatane, is a second-generation retinoid. It is taken orally, and is typically used for psoriasis. It was approved for medical use in the United States in 1996.
Chemical data
- Formula
- C21H26O3
- Molecular weight
- 326.4 g/mol
- IUPAC name
- (2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
- SMILES
- CC1=CC(=C(C(=C1/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C)C)C)OC
- InChIKey
- IHUNBGSDBOWDMA-AQFIFDHZSA-N
- XLogP
- 6.1
- Polar surface area
- 46.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
2,341 papers- [Acitretin].Annales de dermatologie et de venereologie · 2019
- Acitretin Use in Dermatology.Journal of cutaneous medicine and surgery · 2017
- Acitretin.Journal of cutaneous medicine and surgery · 2017
- Acitretin combination therapy.Journal of the American Academy of Dermatology · 1999
- Acitretin-induced periungual pyogenic granulomas and review.Dermatology online journal · 2021
via PubMed
Wikidata facts
- Mass
- 326.188195
Show 6 more facts
- chemical formula
- C₂₁H₂₆O₃
- isomeric SMILES
- CC1=CC(=C(C(=C1/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C)C)C)OC
- canonical SMILES
- CC1=CC(=C(C(=C1C=CC(=CC=CC(=CC(=O)O)C)C)C)C)OC
- World Health Organisation international non-proprietary name
- acitretin
- defined daily dose
- 35
- Commons category
- Acitretin
Sources (6)
via Wikidata · CC0
~3 min read
Article
3 sectionsContents
- Adverse effects
- Pharmacokinetics
- References
Acitretin, sold under the brand names Neotigason and Soriatane, is a second-generation retinoid. It is taken orally, and is typically used for psoriasis. It was approved for medical use in the United States in 1996.
Acitretin is an oral retinoid used in the treatment of severe resistant psoriasis. Because of the potential for problems and severe side effects it is generally used in only very severe cases of psoriasis that have been unresponsive to other treatments. It binds to nuclear receptors that regulates gene transcription. They induce keratinocyte differentiation and reduce epidermal hyperplasia, leading to the slowing of cell reproduction. Acitretin is readily absorbed and widely distributed after oral administration. A therapeutic effect occurs after two to four weeks or longer.