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CHEBI:28940 - calciol

ChEBI IDCHEBI:28940
ChEBI Namecalciol
Stars
DefinitionA hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.
Secondary ChEBI IDsCHEBI:10008, CHEBI:23170, CHEBI:46283
Last Modified28 October 2021
DownloadsMolfile

FormulaC27H44O
Net Charge0
Average Mass384.648
Monoisotopic Mass384.33922
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]1(C)CCC/C2=C\C=C1\C[C@@H](O)CCC1=C
InChIInChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
InChIKeyQYSXJUFSXHHAJI-YRZJJWOYSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification

ChEBI Ontology
IUPAC Name 
(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
Synonyms  Source
Vitamin D3KEGG COMPOUND
CholecalciferolKEGG COMPOUND
activated 7-dehydrocholesterolChemIDplus
(3β,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-olNIST Chemistry WebBook
oleovitamin D3NIST Chemistry WebBook
(+)-vitamin D3NIST Chemistry WebBook
Brand Name  Source
Delta-DKEGG DRUG
UniProt Name  Source
calciolUniProt
Manual XrefsDatabases
C05443KEGG COMPOUND
C05443KEGG COMPOUND
VD3PDBeChem
LMST03020001LIPID MAPS
LMST03020000LIPID MAPS
CholecalciferolWikipedia
DB00169DrugBank
D00188KEGG DRUG
HMDB0000876HMDB
2840DrugCentral
160PPDB
Registry NumbersSources
Gmelin:1267613Gmelin
Reaxys:2339331Reaxys
CAS:67-97-0KEGG COMPOUND
CAS:67-97-0ChemIDplus
CAS:67-97-0NIST Chemistry WebBook
Citations