CHEBI:17933 - calcidiol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name calcidiol
ChEBI ID CHEBI:17933
Definition A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group.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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46387, CHEBI:13931, CHEBI:3304, CHEBI:19815
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C27H44O2
Net Charge 0
Average Mass 400.63706
Monoisotopic Mass 400.33413
InChI InChI=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
InChIKey JWUBBDSIWDLEOM-DTOXIADCSA-N
SMILES [H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)(C)O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): 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.
(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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
calcifediol ChEBI
calcifédiol ChEBI
calcifediol WHO MedNet
calcifediolum ChEBI
Synonyms Sources
(3β,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol ChemIDplus
(3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol PDBeChem
(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol JCBN
25(OH)D3 ChEBI
25-hydroxycholecalciferol JCBN
25-Hydroxyvitamin D3 KEGG COMPOUND
25-hydroxyvitamin D3 ChEBI
3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOL PDBeChem
Calcidiol KEGG COMPOUND
calcidiol UniProt
Calcifediol KEGG COMPOUND
Calcifediol anhydrous KEGG COMPOUND
Brand Name Source
Rayaldee ChEBI
Manual Xrefs Databases
464 DrugCentral
C01561 KEGG COMPOUND
Calcifediol Wikipedia
DB00146 DrugBank
LMST03020246 LIPID MAPS
VDY PDBeChem
View more database links
Registry Numbers Types Sources
19356-17-3 CAS Registry Number KEGG COMPOUND
19356-17-3 CAS Registry Number ChemIDplus
4270041 Beilstein Registry Number Beilstein
4270041 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16549446 PubMed citation Europe PMC
18689406 PubMed citation Europe PMC
22487892 PubMed citation Europe PMC
22536761 PubMed citation Europe PMC
23090338 PubMed citation Europe PMC
23566108 PubMed citation Europe PMC
9080330 PubMed citation Europe PMC
Last Modified
04 August 2021