CHEBI:17933 - calcidiol

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ChEBI Name calcidiol
Definition A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group.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
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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
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): vitamin
A biochemical role played by any micronutrient that is an organic compound. Vitamins are present in foods in small amounts and are essential to normal metabolism and biochemical functions, usually as coenzymes. The term "vitamines" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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
Vitamins like A, D, E and K that dissolve in fats and are stored in body tissues. Unlike the water-soluble vitamins, these 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.
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) has role vitamin (CHEBI:33229)
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)
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
calcidiol UniProt
Calcifediol anhydrous KEGG COMPOUND
Brand Name Source
Rayaldee ChEBI
Manual Xrefs Databases
464 DrugCentral
Calcifediol Wikipedia
DB00146 DrugBank
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
07 February 2018