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CHEBI:17933 - calcidiol

Default Structure
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DefinitionA hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group.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:
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.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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
calcifediolWHO MedNet
calcifediolChEBI
calcifédiolChEBI
calcifediolumChEBI
Synonyms  Source
25-hydroxycholecalciferolJCBN
25-Hydroxyvitamin D3KEGG COMPOUND
25-hydroxyvitamin D3ChEBI
25(OH)D3ChEBI
3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOLPDBeChem
(3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diolPDBeChem
Brand Name  Source
RayaldeeChEBI
UniProt Name  Source
calcidiolUniProt
Manual XrefsDatabases
464DrugCentral
C01561KEGG COMPOUND
CalcifediolWikipedia
DB00146DrugBank
LMST03020246LIPID MAPS
VDYPDBeChem
Registry NumbersSources
Reaxys:4270041Reaxys
CAS:19356-17-3ChemIDplus
CAS:19356-17-3KEGG COMPOUND
Citations