CAS 134404-52-7

Seocalcitol

Description:

Seocalcitol, also known as 1α,25-dihydroxyvitamin D3 or its analog, is a synthetic derivative of vitamin D3, primarily used in the treatment of certain skin conditions, particularly psoriasis. It exhibits properties similar to those of natural vitamin D, including the ability to regulate calcium and phosphate metabolism in the body. Seocalcitol functions by binding to vitamin D receptors, influencing gene expression and promoting cellular differentiation and proliferation. Its therapeutic effects are attributed to its ability to modulate immune responses and inhibit keratinocyte proliferation, making it beneficial in dermatological applications. The compound is typically administered topically, and its efficacy is often evaluated in clinical settings. As with other vitamin D analogs, potential side effects may include hypercalcemia and skin irritation, necessitating careful monitoring during treatment. Overall, seocalcitol represents an important tool in the management of psoriasis and other related skin disorders, leveraging the biological activity of vitamin D in a controlled manner.

Formula: C₃₀H₄₆O₃

InChI: InChI=1/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13-,24-14+/t21-,25-,26-,27+,28+,29-/m1/s1

InChI key: InChIKey=LVLLALCJVJNGQQ-SEODYNFXSA-N

SMILES: C[C@@]12[C@](\C(=C\C=C\3/C(=C)[C@@H](O)C[C@H](O)C3)\CCC1)(CC[C@@]2([C@@H](/C=C/C=C/C(CC)(CC)O)C)[H])[H]

Synonyms:

• (1R,3S,5E)-5-[(2Z)-2-{(1R,3aS,7aR)-1-[(1R,2E,4E)-6-ethyl-6-hydroxy-1-methylocta-2,4-dien-1-yl]-7a-methyloctahydro-4H-inden-4-ylidene}ethylidene]-4-methylidenecyclohexane-1,3-diol (non-preferred name)
• (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol
• (5Z,7E,22E,24E)-24a,26a,27a-Trihomo-9,10-secocholesta-5,7,10(19),22,24-pentaene-1alpha,3beta,25-triol
• 1(S),3(R)-Dihydroxy-20(R)-(5'-ethyl-5'-hydroxyhepta-1'(E),3'(E)-dien-1'-yl)-9,10-secopregna-5(Z),7(E),10(19)-triene
• 1,3-Cyclohexanediol, 5-((1-(6-ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-, (1R-(1alpha(1R*,2E,4E),3abeta,4E(1R*,3S*,5Z),7aalpha))-
• 1,3-Cyclohexanediol, 5-((2E)-((1R,3aS,7aR)-1-((1R,2E,4E)-6-ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-, (1R,3S,5Z)-
• 1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1R,3S,5Z)-
• 1,3-Cyclohexanediol, 5-[[1-(6-ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, [1R-[1α(1R*,2E,4E),3aβ,4E(1R*,3S*,5Z),7aα]]-
• Eb 1089
• Seocalcitol [INN:BAN]
• EB 1089,(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]-octahydro-7α-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol
• (1R,3S,5Z)-5-((2E)-((1R,3aS,7aR)-1-((1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-1,3-cyclohexanediol

Seocalcitol

CAS: 134404-52-7

Formula: C₃₀H₄₆O₃

Purity: 99.51%

Color and Shape: Solid

Molecular weight: 454.6844

Ref: IN-DA009CEQ

Seocalcitol

CAS: 134404-52-7

Seocalcitol is an analog of vitamin D, binds vitamin D receptor protein from human osteosarcoma MG-63 cells(Kd : 0.27 nM).

Formula: C₃₀H₄₆O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 454.68

Ref: TM-T19559