calciol

Term ID

CHEBI:28940

Synonyms

• (+)-vitamin D3
• (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL
• (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
• (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
• (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol
• activated 7-dehydrocholesterol
• calciol
• CC
• Cholecalciferol
• colecalciferol
• Delta-D
• oleovitamin D3
• Vitamin D3

Definition

A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.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.

References

• cas:67-97-0
• drugbank:DB00169
• drugcentral:2840
• gmelin:1267613
• hmdb:HMDB0000876
• kegg.compound:C05443
• kegg.drug:D00188
• lipidmaps:LMST03020000
• lipidmaps:LMST03020001
• pdb-ccd:VD3
• ppdb:160
• pubmed:10347174
• pubmed:11493580
• pubmed:12174089
• pubmed:12955389
• pubmed:15214747
• pubmed:15876428
• pubmed:16886665
• pubmed:17156784
• pubmed:184223
• pubmed:19817701
• pubmed:23964472
• pubmed:24304198
• pubmed:2838261
• pubmed:2997282
• pubmed:3494111
• pubmed:6265326
• pubmed:9627702
• reaxys:2339331
• wikipedia.en:Cholecalciferol

Ontology

ChEBI  ( EBI )

Resources

CTD