Acetaminophen Glucuronide
Basic information
- CAS
16110-10-4- Standard SMILES
CC(=O)Nc1ccc(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)cc1- InChIKey
IPROLSVTVHAQLE-BYNIDDHOSA-N- Molecular formula
- C14H17NO8
- Average molar mass
- 327.29 g/mol
- Monoisotopic mass
- 327.0954165
Overview
Acetaminophen O-beta-D-glucosiduronic acid is a beta-D-glucosiduronic acid that is the O-glucuronide of paracetamol (acetaminophen). It has a role as a drug metabolite. It is functionally related to a beta-D-glucuronic acid and a paracetamol. It is a conjugate acid of an acetaminophen O-beta-D-glucosiduronate.
Names & identifiers
- Preferred name
- Acetaminophen Glucuronide
- IUPAC
- (2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
- English name
- acetaminophen glucuronide
- Molecular formula
- C14H17NO8
- Molecular weight
- 327.29
Names & synonyms
Acetaminophen glucuronide16110-10-4Paracetamol glucuronide(2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid4-acetamidophenol glucuronide8BE7G9R76XDTXSID30936449beta-D-Glucopyranosiduronic acid, 4-(acetylamino)phenylRefChem:108870DTXCID4013650574-acetamidophenyl beta-D-glucopyranosiduronic acidAcetaminophen D-glucuronide
Show more names
Paracetamol β-D-glucuronideAcetaminophen β-D-glucuronideAcetaminophen O-β-D-glucuronide(4-Acetamidophenyl)-glucuronideAcetaminophen-O-β-D-glucuronideParacetamol Impurity 17 MonomerAcetaminophen beta-D-glucuronidep-Acetamidophenyl β-D-glucuronide
(2S,3s,4s,5r,6s)-6-(4-acetamidophenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid(2S,3S,4S,5R,6S)-6-(4-Acetamidophenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acidUNII-8BE7G9R76X4-GLUCURONOSIDOACETANILIDEparacetamol-glucuronideAcetaminophen Impurity 33Paracetamol-O-D-glucuronideCHEMBL1647
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 146 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 436
Experimental & physicochemical properties
DrugsPharmaceuticals -> Metabolite of Paracetamol
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 195 · 195-198 °C
- Boiling point
- 697.4 · 697.4±55.0 °C(Predicted)
- Density
- 1.61 · 1.610±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- form
- Solid
- pka
- 2.79 · 2.79±0.70(Predicted)
- color
- White to off-white
- BRN
- 46644 · 46644
- FDA UNII
- 8 BE7G9R76X · 8BE7G9R76X
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- 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.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- hs_code
- 29389090
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- Hazard statements
- H302
- Precautionary statements
- P260-P280-P312
Chemistry & industry
Pharmacology
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysAcetaminophen Metabolism Pathway
Applications
UsesRefer to the productμs Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Additional notes
DefinitionChEBI: A beta-D-glucosiduronic acid that is the O-glucuronide of paracetamol (acetaminophen).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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