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CHEBI:17933 - calcidiol

ChEBI IDCHEBI:17933
ChEBI Namecalcidiol
Stars
DefinitionA hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group. A prehormone resulting from the oxidation of calciol in the liver, it is further hydroxylated in the kidney to give calcitriol, the active form of vitamin D3.
Secondary ChEBI IDsCHEBI:3304, CHEBI:13931, CHEBI:19815, CHEBI:46387
Last Modified4 August 2021
DownloadsMolfile
FormulaC27H44O2
Net Charge0
Average Mass400.647
Monoisotopic Mass400.33413
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(C)O)[C@@]1(C)CCC/C2=C\C=C1\C[C@@H](O)CCC1=C
InChIInChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
InChIKeyJWUBBDSIWDLEOM-DTOXIADCSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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.
Applications:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
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)
calcidiol (CHEBI:17933) has role bone density conservation agent (CHEBI:50646)
calcidiol (CHEBI:17933) has role human metabolite (CHEBI:77746)
calcidiol (CHEBI:17933) has role metabolite (CHEBI:25212)
calcidiol (CHEBI:17933) has role mouse metabolite (CHEBI:75771)
calcidiol (CHEBI:17933) has role nutraceutical (CHEBI:50733)
calcidiol (CHEBI:17933) is a D3 vitamins (CHEBI:73558)
calcidiol (CHEBI:17933) is a diol (CHEBI:23824)
calcidiol (CHEBI:17933) is a hydroxycalciol (CHEBI:47042)
Incoming Relation(s)
calcidiol 25-O-(β-D-glucuronate) (CHEBI:139277) has functional parent calcidiol (CHEBI:17933)
calcidiol 25-O-(β-D-glucuronide) (CHEBI:139610) has functional parent calcidiol (CHEBI:17933)
calcidiol 3-O-(β-D-glucuronate) (CHEBI:139278) has functional parent calcidiol (CHEBI:17933)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) has functional parent calcidiol (CHEBI:17933)
IUPAC Name 
(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol
INNs  Source
calcifediolumChEBI
calcifédiolChEBI
calcifediolChEBI
calcifediolWHO MedNet
Synonyms  Source
CalcidiolKEGG COMPOUND
25-Hydroxyvitamin D3KEGG COMPOUND
CalcifediolKEGG COMPOUND
Calcifediol anhydrousKEGG COMPOUND
25-hydroxycholecalciferolJCBN
(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diolJCBN
Brand Name  Source
RayaldeeChEBI
UniProt Name  Source
calcidiolUniProt
Manual XrefsDatabases
C01561KEGG COMPOUND
VDYPDBeChem
LMST03020246LIPID MAPS
DB00146DrugBank
CalcifediolWikipedia
464DrugCentral
Registry NumbersSources
Reaxys:4270041Reaxys
CAS:19356-17-3KEGG COMPOUND
CAS:19356-17-3ChemIDplus
Citations