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CHEBI:87395 - 1α,2β,25-trihydroxy vitamin D3

Default Structure
ChEBI IDCHEBI:87395
ChEBI Name1α,2β,25-trihydroxy vitamin D3
Stars
ASCII Name1alpha,2beta,25-trihydroxy vitamin D3
DefinitionA hydroxy seco-steroid that is calciol carrying three additional hydroxy substituents at positions 1α, 2β and 25.
Last Modified21 August 2015
Submitterlaimo
DownloadsMolfile
FormulaC27H44O4
Net Charge0
Average Mass432.645
Monoisotopic Mass432.32396
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)[C@@H](O)[C@H](O)C1=C
InChIInChI=1S/C27H44O4/c1-17(8-6-14-26(3,4)31)21-12-13-22-19(9-7-15-27(21,22)5)10-11-20-16-23(28)25(30)24(29)18(20)2/h10-11,17,21-25,28-31H,2,6-9,12-16H2,1,3-5H3/b19-10+,20-11-/t17-,21-,22+,23-,24-,25-,27-/m1/s1
InChIKeyJGIYYEHLYUOKSD-FQKVRLMOSA-N
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
hormone  Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
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.
ChEBI Ontology
Outgoing Relation(s)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) has functional parent calciol (CHEBI:28940)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) has role human metabolite (CHEBI:77746)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a D3 vitamins (CHEBI:73558)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a hydroxy seco-steroid (CHEBI:36853)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a seco-cholestane (CHEBI:36818)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a secondary alcohol (CHEBI:35681)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a steroid hormone (CHEBI:26764)
1α,2β,25-trihydroxy vitamin D3 (CHEBI:87395) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,2R,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,2,3,25-tetrol
Synonyms  Source
1α,2β,25-(OH)3 cholecalciferolSUBMITTER
1α,2β,25(OH)3D3ChEBI
1α,2β,25-(OH)3 vitamin D3SUBMITTER
UniProt Name  Source
1α,2β,25-trihydroxycholecalciferolUniProt
Registry NumbersSources
Reaxys:8957905Reaxys