CHEBI:31186 - alfacalcidol

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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
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Formula C27H44O2
Net Charge 0
Average Mass 400.63710
Monoisotopic Mass 400.334
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
alfacalcidol UniProt
Brand Name Source
Alsiodol KEGG DRUG
Manual Xrefs Databases
130 DrugCentral
D01518 KEGG DRUG
DB01436 DrugBank
HMDB0015504 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 Europe PMC
17668216 PubMed citation Europe PMC
20827552 PubMed citation Europe PMC
22527138 PubMed citation Europe PMC
22607568 PubMed citation Europe PMC
24119718 PubMed citation Europe PMC
24414552 PubMed citation Europe PMC
Last Modified
22 February 2017