Calcipotriol

• CAT Number: I000494
• CAS Number: 112965-21-6
• Molecular Formula: C27H40O3
• Molecular Weight: 412.62
• Purity: ≥95%
• Target: VD/VDR
• Solubility: 10 mM in DMSO
• Storage: Store at -20°C
• IUPAC Name: (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
• InChI: InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1
• InChIKey: LWQQLNNNIPYSNX-UROSTWAQSA-N
• SMILES: C[C@H](/C=C/[C@H](C1CC1)O)[C@H]2CC[C@@H] [C@@]2(CCC/C3=CC=C/4C[C@H](C[C@@H](C4=C)O)O)C

Calcipotriol (Cat.No:I000494), also known as calcipotriene, is a synthetic analog of vitamin D3 used in the treatment of psoriasis. It is a potent topical agent that regulates skin cell growth and differentiation, reducing inflammation and scaling. Calcipotriol works by binding to the vitamin D receptor and altering gene transcription in keratinocytes. It is available in various formulations such as ointments, creams, and solutions, and is generally well-tolerated with minimal side effects.

Reference

1:A Topical Treatment Optimisation Programme (TTOP) improves clinical outcome to calcipotriol/betamethasone gel in psoriasis: Results of the 64-week, multinational, randomized, phase IV study in 1790 patients (PSO-TOP). Reich K, Zschocke I, Bachelez H, de Jong EM, Gisondi P, Puig L, Warren RB, Ortland C, Mrowietz U; PSO-TOP study group..Br J Dermatol. 2017 Mar 16. doi: 10.1111/bjd.15466. [Epub ahead of print] PMID: 28301043 2:Nanoemulsion loaded gel for topical co-delivery of clobitasol propionate and calcipotriol in psoriasis. Kaur A, Katiyar SS, Kushwah V, Jain S.Nanomedicine. 2017 Mar 1;13(4):1473-1482. doi: 10.1016/j.nano.2017.02.009. [Epub ahead of print] PMID: 28259803 3:Calcipotriol Plus Betamethasone Dipropionate Aerosol Foam in Patients with Moderate-to-Severe Psoriasis: Sub-Group Analysis of the PSO-ABLE Study. Paul C, Leonardi C, Menter A, Reich K, Gold LS, Warren RB, Møller A, Lebwohl M.Am J Clin Dermatol. 2017 Jun;18(3):405-411. doi: 10.1007/s40257-017-0258-0. PMID: 28236223 4:Ameliorative potential of linagliptin and/or calcipotriol on bleomycin-induced lung fibrosis: In vivo and in vitro study. Kabel AM, Abd Elmaaboud MA, Atef A, Baali MH.Environ Toxicol Pharmacol. 2017 Mar;50:216-226. doi: 10.1016/j.etap.2017.02.008. Epub 2017 Feb 4. PMID: 28192751 5:1,25(OH)2D3 and calcipotriol, its hypocalcemic analog, exert a long-lasting anti-inflammatory and anti-proliferative effect in synoviocytes cultured from patients with rheumatoid arthritis and osteoarthritis. Huhtakangas JA, Veijola J, Turunen S, Karjalainen A, Valkealahti M, Nousiainen T, Yli-Luukko S, Vuolteenaho O, Lehenkari P.J Steroid Biochem Mol Biol. 2017 Feb 3. pii: S0960-0760(17)30017-1. doi: 10.1016/j.jsbmb.2017.01.017. [Epub ahead of print] PMID: 28167299 6:Calcipotriol inhibits α-synuclein aggregation in SH-SY5Y neuroblastoma cells by a Calbindin-D28k-dependent mechanism. Rcom-H/’cheo-Gauthier AN, Meedeniya AC, Pountney DL.J Neurochem. 2017 Apr;141(2):263-274. doi: 10.1111/jnc.13971. PMID: 28164279 7:Efficacy and safety of topical calcipotriol in management of alopecia areata: A pilot study. Narang T, Daroach M, Kumaran MS.Dermatol Ther. 2017 Jan 30. doi: 10.1111/dth.12464. [Epub ahead of print] PMID: 28133875 8:Calcipotriol inhibits proliferation of human keratinocytes by downregulating STAT1 and STAT3 signaling. Liang W, Lin Z, Zhang L, Qin X, Zhang Y, Sun L.J Investig Med. 2017 Feb;65(2):376-381. doi: 10.1136/jim-2016-000176. Epub 2016 Oct 24. PMID: 28130440 9:Treatment of nail psoriasis with Pulse Dye Laser plus calcipotriol betametasona gel vs. Nd:YAG plus calcipotriol betamethasone gel: An intrapatient left-to-right controlled study. Arango-Duque LC, Roncero-Riesco M, Usero Bárcena T, Palacios Álvarez I, Fernández López E.Actas Dermosifiliogr. 2017 Mar;108(2):140-144. doi: 10.1016/j.ad.2016.09.009. Epub 2017 Jan 21. English, Spanish. PMID: 28118926 10:Efficacy and Safety of Calcipotriol Plus Betamethasone Dipropionate Aerosol Foam Compared with Betamethasone 17-Valerate-Medicated Plaster for the Treatment of Psoriasis. Queille-Roussel C, Rosen M, Clonier F, Nørremark K, Lacour JP.Clin Drug Investig. 2017 Apr;37(4):355-361. doi: 10.1007/s40261-016-0489-5. PMID: 27995521 Free PMC Article