CHEBI:31186 - alfacalcidol

Main ChEBI Ontology Automatic Xrefs
ChEBI Name alfacalcidol
ChEBI ID CHEBI:31186
Definition A member of the class of D3 vitamins that is calciol in which the hydrogen at the 1α position is replaced by a hydroxy group. It is an active metabolite of cholecalciferol, which performs important functions in regulation of the calcium balance and the bone metabolism.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Save molfile Download Molfile
Formula C27H44O2
Net Charge 0
Average Mass 400.63710
InChI InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1
InChIKey OFHCOWSQAMBJIW-AVJTYSNKSA-N
SMILES CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)C[C@H](O)C1=C
Roles Classification
Biological Role(s): fat-soluble vitamin
Vitamins like A, D, E and K that dissolve in fats and are stored in body tissues. Unlike the water-soluble vitamins, these are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin D )
Application(s): bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing alfacalcidol (CHEBI:31186) has functional parent calciol (CHEBI:28940)
alfacalcidol (CHEBI:31186) has role bone density conservation agent (CHEBI:50646)
alfacalcidol (CHEBI:31186) is a D3 vitamins (CHEBI:73558)
alfacalcidol (CHEBI:31186) is a diol (CHEBI:23824)
alfacalcidol (CHEBI:31186) is a hydroxycalciol (CHEBI:47042)
alfacalcidol (CHEBI:31186) is a seco-cholestane (CHEBI:36818)
IUPAC Name
(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,3-diol
INNs Sources
alfacalcidol WHO MedNet
alfacalcidol WHO MedNet
alfacalcidol WHO MedNet
alfacalcidolum WHO MedNet
Synonyms Sources
(5Z,7E)-9,10-seco-5,7,10(19)-cholestatrien-1α,3β-diol ChemIDplus
1α-hydroxy-vitamin D3 ChemIDplus
1α-hydroxycholecalciferol ChemIDplus
1α-hydroxyvitamin D3 ChemIDplus
9,10-secocholesta-5,7,10(19)-triene-1α,3β-diol ChEBI
Brand Name Source
Alsiodol KEGG DRUG
Database Links Databases
D01518 KEGG DRUG
DB01436 DrugBank
HMDB15504 HMDB
View more database links
Registry Numbers Types Sources
2064794 Reaxys Registry Number Reaxys
41294-56-8 CAS Registry Number KEGG DRUG
41294-56-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17438884 PubMed citation CiteXplore
17668216 PubMed citation CiteXplore
20827552 PubMed citation CiteXplore
22527138 PubMed citation CiteXplore
22607568 PubMed citation CiteXplore
24119718 PubMed citation CiteXplore
24414552 PubMed citation CiteXplore
Last Modified
15 January 2014