22-Oxacalcitriol

Agonists of the vitamin D receptor are used to suppress parathyroid hormone (PTH) synthesis and secretion in the treatment of hyperparathyroidism associated with renal failure. 22-Oxacalcitriol is an analog of calcitriol that, like calcitriol, is a receptor-active form of vitamin D3 which effectively blocks PTH synthesis. First reported to avoid hypercalcemia, an undesirable side effect of calcitriol, prolonged treatment with 22-oxalcalcitriol can be calcemic in humans. Analogs of calcitriol, including 22-oxacalcitriol, inhibit human keratinocyte proliferation while inducing differentiation and is beneficial in treating psoriasis. 22-Oxacalcitriol also blocks the proliferation while inducing differentiation and apoptosis of certain tumor cells.Formal Name: 4-methylene-5Z-[2E-[(3aS)-octahydro-1S-[1S-(3-hydroxy-3-methylbutoxy)ethyl]-7aS-methyl-4H-inden-4-ylidene]ethylidene]-1R,3S-cyclohexanediol. CAS Number: 103909-75-7. Synonyms: Maxacalcitrol. Molecular Formula: C26H42O4. Formula Weight: 418.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Ethanol: 1 mg/ml. lambdamax: 211, 264 nm. SMILES: O[C@@H](C[C@H](O)C/1=C)CC1=C\C=C2[C@@](CC[C@]3([H])[C@H](C)OCCC(C)(C)O)([H])[C@]3(C)CCC\2. InChi Code: InChI=1S/C26H42O4/c1-17-20(15-21(27)16-24(17)28)9-8-19-7-6-12-26(5)22(10-11-23(19)26)18(2)30-14-13-25(3,4)29/h8-9,18,21-24,27-29H,1,6-7,10-16H2,2-5H3/b19-8+,20-9-/t18-,21+,22+,23-,24-,26+/m0/s1. InChi Key: DTXXSJZBSTYZKE-ZDQKKZTESA-N.