Basic information
- CAS
170512-14-8- Standard SMILES
C=C1CC[C@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]12- InChIKey
RYOQRDXVFJRWFJ-VIVSZJOJSA-N- Molecular formula
- C33H52O8
- Average molar mass
- 576.8 g/mol
- Monoisotopic mass
- 576.36621861
Overview
Calcidiol 3-O-(beta-D-glucuronide) is a steroid glucosiduronic acid that is calcidiol in which the hydroxy hydrogen at position 3 has been replaced by a beta-D-glucuronyl residue. It has a role as a human xenobiotic metabolite. It is a beta-D-glucosiduronic acid, a steroid glucosiduronic acid and a member of D3 vitamins. It is functionally related to a calcidiol. It is a conjugate acid of a calcidiol 3-O-(beta-D-glucuronate).
Names & identifiers
- Preferred name
- calcidiol 3-O-(beta-D-glucuronide)
- IUPAC
- (2S,3S,4S,5R,6R)-6-[(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- English name
- 25-HydroxyvitaMin D3 3-Glucuronide
- Molecular formula
- C33H52O8
- Molecular weight
- 576.76
Names & synonyms
25-hydroxyvitamin D3 3-glucuronide170512-14-8calcidiol 3-O-(beta-D-glucuronide)25Ohd3-g25Ohd3-3-o-glucuronideYN76CW017E(2S,3S,4S,5R,6R)-6-[(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid25(OH)D33Gcalcidiol 3-glucuronidecalcidiol 3-O-glucoronidecalcidiol 3-beta-glucuronideUNII-YN76CW017E
Show more names
RYOQRDXVFJRWFJ-AHYWSSLSSA-N25-Hydroxyvitamin D3 3-Glucuronide >25-HydroxyvitaMin D3 3-Glucuronide >90%β-D-Glucopyranosiduronic acid, (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylenecyclohexyl
SCHEMBL29776977CHEBI:139613LMST05010075calcidiol 3-O-(beta-D-glucuronic acid)(3beta,5Z,7E)-25-Hydroxy-9,10-secocholesta-5,7,10(19)-trien-3-yl beta-D-Glucopyranosiduronic Acid25-hydroxyvitamin D3 3-O-(beta-D-glucuronide)25-hydroxyvitamin D3 3-O-(beta-D-glucuronic acid)calcidiol 3-O-glucoronide; calcidiol 3-O-(beta-D-glucuronide)
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 137 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 1,020
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Glucuronides [ST0501]
Physicochemical properties
- Melting point
- 114 oC · >114oC (dec.)
- Boiling point
- 732.792 · 732.792±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.214 · 1.214±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -86 °C · Amber Vial, -86°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.817 · 2.817±0.70(predicted)
- color
- White to Pale Brown
- Stability
- Light Sensitive, Hygroscopic
- FDA UNII
- 76 CW017E · YN76CW017E
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Uses25-Hydroxyvitamin D3 3-Glucuronide is an glucuronidated conjugate of 5-Hydroxyvitamin D3 (C125700), the principal circulating form of vitamin D3, formed in the liver by hydroxylation at C-25. Calcium regulator.
Suppliers5 total
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
Additional notes
DefinitionChEBI: Calcidiol 3-O-(beta-D-glucuronide) is a steroid glucosiduronic acid that is calcidiol in which the hydroxy hydrogen at position 3 has been replaced by a beta-D-glucuronyl residue. It has a role as a human xenobiotic metabolite. It is a beta-D-glucosiduronic acid, a member of D3 vitamins and a steroid glucosiduronic acid. It is functionally related to a calcidiol. It is a conjugate acid of a calcidiol 3-O-(beta-D-glucuronate).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…