Translations:Calcifediol/1/en: Difference between revisions

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Message definition (Calcifediol)
{{short description|Chemical compound}}
{{chembox
| Verifiedfields = changed
| verifiedrevid = 480474501
| ImageFile = Calcidiol2.svg
| ImageAlt = Skeletal formula of calcifediol
| ImageFile1 = Calcifediol 3D ball.png
| ImageAlt1 = Ball-and-stick model of the calcifediol molecule
| PIN = (1''S'',3''Z'')-3-[(2''E'')-2-<nowiki/>{(1''R'',3a''S'',7a''R'')-1-[(2''R'')-6-Hydroxy-6-methylheptan-2-yl]-7a-methyloctahydro-4''H''-inden-4-ylidene}ethylidene]-4-methylidenecyclohexan-1-ol
| OtherNames = 25-Hydroxyvitamin D3<br>25-Hydroxycholecalciferol<br>Calcidiol
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 6921
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 17933
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1222
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = T0WXW8F54E
| KEGG = C01561
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4446820
| SMILES = O[C@@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCCC(O)(C)C)C
| InChI = 1/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
| InChIKey = JWUBBDSIWDLEOM-DTOXIADCBI
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = JWUBBDSIWDLEOM-DTOXIADCSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 19356-17-3
| PubChem = 5283731
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00146
| MeSHName = Calcifediol
  }}
|Section2={{Chembox Properties
| Formula = C<sub>27</sub>H<sub>44</sub>O<sub>2</sub>
| MolarMass = 400.64 g/mol
| Appearance = 
| Density = 
| MeltingPt = 
| BoilingPt = 
  }}
| Section6 = {{Chembox Pharmacology
| Pharmacology_ref = 
| ATCCode_prefix = H05
| ATCCode_suffix = BX05 <!-- Oral formulations only indicated in treatment of renal secondary hyperparathyroidism -->
| ATC_Supplemental = 
| ATCvet = 
| Licence_EU = 
| INN = 
| INN_EMA = 
| Licence_US = 
| Legal_status = 
| Legal_AU = 
| Legal_AU_comment = 
| Legal_CA = 
| Legal_CA_comment = 
| Legal_NZ = 
| Legal_NZ_comment = 
| Legal_UK = 
| Legal_UK_comment = 
| Legal_US = 
| Legal_US_comment = 
| Legal_EU = 
| Legal_EU_comment = 
| Legal_UN = 
| Legal_UN_comment = 
| Pregnancy_category = 
| Pregnancy_AU = 
| Pregnancy_AU_comment = 
| Dependence_liability = 
| AdminRoutes = 
| Bioavail = 
| ProteinBound = 
| Metabolism = 
| Metabolites = 
| OnsetOfAction = 
| HalfLife = 
| DurationOfAction = 
| Excretion = 
  }}
|Section7={{Chembox Hazards
| MainHazards = 
| FlashPt = 
| AutoignitionPt = 
  }}
}}
'''Calcifediol''', also known as '''calcidiol''', '''25-hydroxycholecalciferol''', or '''25-hydroxyvitamin D<sub>3</sub>''' (abbreviated '''25(OH)D<sub>3</sub>'''), is a form of [[vitamin D]] produced in the [[liver]] by [[hydroxylation]] of [[vitamin D3|vitamin D<sub>3</sub>]] (cholecalciferol) by the enzyme [[vitamin D 25-hydroxylase]]. Calcifediol can be further hydroxylated by the [[enzyme]] [[25-Hydroxyvitamin D3 1-alpha-hydroxylase|25(OH)D-1α-hydroxylase]], primarily in the kidney, to form [[calcitriol]] (1,25-(OH)<sub>2</sub>D<sub>3</sub>), which is the active hormonal form of vitamin D.
Calcifediol/1/en
Skeletal formula of calcifediol
Ball-and-stick model of the calcifediol molecule
Names
Preferred IUPAC name
(1S,3Z)-3-[(2E)-2-{(1R,3aS,7aR)-1-[(2R)-6-Hydroxy-6-methylheptan-2-yl]-7a-methyloctahydro-4H-inden-4-ylidene}ethylidene]-4-methylidenecyclohexan-1-ol
Other names
25-Hydroxyvitamin D3
25-Hydroxycholecalciferol
Calcidiol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
MeSH Calcifediol
UNII
Properties
C27H44O2
Molar mass 400.64 g/mol
Pharmacology
H05BX05 (WHO)

Calcifediol, also known as calcidiol, 25-hydroxycholecalciferol, or 25-hydroxyvitamin D3 (abbreviated 25(OH)D3), is a form of vitamin D produced in the liver by hydroxylation of vitamin D3 (cholecalciferol) by the enzyme vitamin D 25-hydroxylase. Calcifediol can be further hydroxylated by the enzyme 25(OH)D-1α-hydroxylase, primarily in the kidney, to form calcitriol (1,25-(OH)2D3), which is the active hormonal form of vitamin D.

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