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(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
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ChemBase ID:
72693
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Molecular Formular:
C27H44O3
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Molecular Mass:
416.63646
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Monoisotopic Mass:
416.32904527
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SMILES and InChIs
SMILES:
[C@@H]1(C[C@@H](C(=C)/C(=C\C=C/2\[C@H]3[C@](CCC2)([C@H](CC3)[C@@H](CCCC(C)(C)O)C)C)/C1)O)O
Canonical SMILES:
O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1
InChI:
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1
InChIKey:
GMRQFYUYWCNGIN-NKMMMXOESA-N
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Cite this record
CBID:72693 http://www.chembase.cn/molecule-72693.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
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IUPAC Traditional name
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Synonyms
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(1R,3S,5Z)-4-Methylene-5-[(2E)-2-[(1R,3aS,7aS)-octahydro-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol
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(1α,3β,5Z,7E)- 9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol,
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1α,25-Dihydroxyvitamin D3
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Dihydroxyvitamin D3
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Panbonis
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Ro 21-5535
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Solbone P
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Soltriol
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Toptriol
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1α,25-Dihydroxycholecalciferol
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Calcitriol
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1α,25-Dihydroxyvitamin D3
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Calcijex
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Silkis
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Rocaltrol
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Topitriol
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Cholecalci
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Calcitriol
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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14.392874
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H Acceptors
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3
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H Donor
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3
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LogD (pH = 5.5)
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4.350741
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LogD (pH = 7.4)
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4.350741
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Log P
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4.350741
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Molar Refractivity
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126.5325 cm3
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Polarizability
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49.421616 Å3
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Polar Surface Area
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60.69 Å2
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Rotatable Bonds
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6
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Selleck Chemicals
Sigma Aldrich
TRC
Selleck Chemicals -
S1466
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Research Area: Metabolic Disease Biological Activity: Calcitriol, also called 1,25-dihydroxycholecalciferol or 1,25-dihydroxyvitamin D3, is the hormonally active form of vitamin D with three hydroxyl groups (abbreviated 1,25-(OH)2D3 or simply 1,25(OH)2D). It increases the level of calcium (Ca2+) in the blood by increasing the uptake of calcium from the gut into the blood, decreasing the transfer of calcium from blood to the urine by the kidney, and increasing the release of calcium into the blood from bone. [1] |
Sigma Aldrich -
D1530
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Frequently Asked Questions Live Chat and Frequently Asked Questions are available for this Product. Application Do you have application information on this product that you would like to share? Biochem/physiol Actions Biologically active form of vitamin D3 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds. Cholecalciferol is an inactive form of vitamin D3 which undergoes various levels of hydroxylation to form active vitamin D3 analogs. 1α-Hydroxyvitamin D3 (alfacalcidol is a synthetic analog that is metabolized to 1,25-dihydroxycholecalciferol, the biologically active form of vitamin D3 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds. |
Toronto Research Chemicals -
C144500
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The biologically active form of Vitamin D3. Calcium regulator; vitamin (antirachitic); antihyperparathyroid; antineoplastic; antipsoriatic. |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • http://en.wikipedia.org/wiki/Calcitriol
- • Myrtle, J.F., et al.: J. Biol. Chem., 245, 1190 (1970)
- • Lawson, D.E.M., et al.: Nature, 230, 228 (1970)
- • Norman, A.W., et al.: Science, 173, 51 (1970)
- • Suda, T., et al.: Vitamins, 45, 175 (1970)
- • Muindi, J.R., et al.: Clin. Pharmacol. Ther., 72, 648 (2002
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PATENTS
PATENTS
PubChem Patent
Google Patent