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CHEBI:31186 - alfacalcidol

ChEBI IDCHEBI:31186
ChEBI Namealfacalcidol
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC27H44O2
Net Charge0
Average Mass400.647
Monoisotopic Mass400.33413
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]1(C)CCC/C2=C\C=C1\C[C@@H](O)C[C@H](O)C1=C
InChIInChI=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
InChIKeyOFHCOWSQAMBJIW-AVJTYSNKSA-N
Roles Classification
Biological Role:
fat-soluble vitamin (role)  Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
alfacalcidolWHO MedNet
alfacalcidolWHO MedNet
alfacalcidolWHO MedNet
alfacalcidolumWHO MedNet
Synonyms  Source
9,10-secocholesta-5,7,10(19)-triene-1α,3β-diolChEBI
(5Z,7E)-9,10-seco-5,7,10(19)-cholestatrien-1α,3β-diolChemIDplus
1α-hydroxycholecalciferolChemIDplus
1α-hydroxy-vitamin D3ChemIDplus
1α-hydroxyvitamin D3ChemIDplus
Brand Name  Source
AlsiodolKEGG DRUG
UniProt Name  Source
alfacalcidolUniProt
Manual XrefsDatabases
D01518KEGG DRUG
DB01436DrugBank
HMDB0015504HMDB
130DrugCentral
Registry NumbersSources
Reaxys:2064794Reaxys
CAS:41294-56-8KEGG DRUG
CAS:41294-56-8ChemIDplus
Citations