EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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DefinitionA hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group.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).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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