CHEBI:139613 - calcidiol 3-O-(β-D-glucuronide)

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ChEBI Name calcidiol 3-O-(β-D-glucuronide)
ChEBI ID CHEBI:139613
ChEBI ASCII Name calcidiol 3-O-(beta-D-glucuronide)
Definition A steroid glucosiduronic acid that is calcidiol in which the hydroxy hydrogen at position 3 has been replaced by a β-D-glucuronyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H52O8
Net Charge 0
Average Mass 576.762
Monoisotopic Mass 576.36622
InChI InChI=1S/C33H52O8/c1-19-10-13-23(40-31-28(36)26(34)27(35)29(41-31)30(37)38)18-22(19)12-11-21-9-7-17-33(5)24(14-15-25(21)33)20(2)8-6-16-32(3,4)39/h11-12,20,23-29,31,34-36,39H,1,6-10,13-18H2,2-5H3,(H,37,38)/b21-11+,22-12-/t20-,23+,24-,25+,26+,27+,28-,29+,31-,33-/m1/s1
InChIKey RYOQRDXVFJRWFJ-VIVSZJOJSA-N
SMILES C1[C@]2([C@](/C(=C/C=C/3\C(CC[C@@H](C3)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)C(=O)O)=C)/CC1)(CC[C@@]2([C@H](C)CCCC(C)(C)O)[H])[H])C
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in liver (BTO:0000759). See: PubMed
Roles Classification
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) has functional parent calcidiol (CHEBI:17933)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) has role human xenobiotic metabolite (CHEBI:76967)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) is a β-D-glucosiduronic acid (CHEBI:15341)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) is a D3 vitamins (CHEBI:73558)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) is a steroid glucosiduronic acid (CHEBI:26763)
calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613) is conjugate acid of calcidiol 3-O-(β-D-glucuronate) (CHEBI:139278)
Incoming calcidiol 3-O-(β-D-glucuronate) (CHEBI:139278) is conjugate base of calcidiol 3-O-(β-D-glucuronide) (CHEBI:139613)
IUPAC Name
(1S,3Z)-3-[(2E)-2-{(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyloctahydro-4H-inden-4-ylidene}ethylidene]-4-methylidenecyclohexyl β-D-glucopyranosiduronic acid
Synonyms Sources
(3S,5Z,7E)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-3-yl β-D-glucopyranosiduronic acid ChEBI
25(OH)D33G ChEBI
25-hydroxyvitamin D3 3-glucuronide ChEBI
25-hydroxyvitamin D3 3-O-(β-D-glucuronic acid) ChEBI
25-hydroxyvitamin D3 3-O-(β-D-glucuronide) ChEBI
calcidiol 3-β-glucuronide ChEBI
calcidiol 3-glucuronide ChEBI
calcidiol 3-O-(β-D-glucuronic acid) ChEBI
calcidiol 3-O-glucoronide ChEBI
Registry Number Type Source
7401269 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24641623 PubMed citation Europe PMC
28622619 PubMed citation Europe PMC
Last Modified
07 February 2018