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calcitriol

Go to external page http://purl.obolibrary.org/obo/CHEBI_17823

A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the liver to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol.

Term info

Label

calcitriol

Synonyms
  • (1S,3R,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol
  • Calcitriol
  • calcitriol
database cross reference
Subsets

3_STAR

BRAND NAME
Decostriol [ DrugBank ]

INN
calcitriol [ ChEBI ]

INN
calcitriol [ WHO_MedNet ]

IUPAC NAME
(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol [ IUPAC ]

BRAND NAME
Rocaltrol [ KEGG_DRUG ]

INN
calcitriolum [ ChEBI ]

BRAND NAME
Calcijex [ DrugBank ]

charge

0

formula

C27H44O3

has alternative id

CHEBI:3307, CHEBI:46435, CHEBI:13932, CHEBI:19209

has obo namespace

chebi_ontology

has related synonym

1alpha,25(OH)2D3, (1alpha,3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol, (1S,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,3,25-triol, Rocaltrol, (5Z,7E)-(1S,3R)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol, 1alpha,25-dihydroxycholecalciferol, 1-alpha-25-Dihydroxyvitamin D3, Calcijex, calcitriolum, calcitriol, 1alpha,25-dihydroxyvitamin D3, 5-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANE-1,3-DIOL, 1,25-DHCC, Decostriol

id

CHEBI:17823

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

mass

416.63646

monoisotopicmass

416.32905

smiles

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)[C@H](C)CCCC(C)(C)O