Metabolite Acetaminophen glucuronide

Name
Acetaminophen glucuronide
Description
Not Available
Structure
Synonyms
acetaminophen O-beta-D-glucosiduronic acid / Paracetamol glucuronide
UNII
8BE7G9R76X
CAS number
16110-10-4
Weight
Average: 327.2867
Monoisotopic: 327.095416525
Chemical Formula
C14H17NO8
InChI Key
IPROLSVTVHAQLE-BYNIDDHOSA-N
InChI
InChI=1S/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1
IUPAC Name
(2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES
CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a4l-9352000000-77fed48f2ac24b73fab8
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kb-0961000000-dcaaa03ec12ac3e8bc7b
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-03k9-0900000000-5e02cd6d491f4b1cf8f5
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00di-0900000000-acce7f7634727584b435
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-0922000000-d3ea032d2b2a786b49a4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0449000000-1f37db8d8ff3546d7947
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fb9-0904000000-eb48889c563abad1019c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0934000000-c46a27b36ceed54078af
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-3911000000-6eab60bcd4b4a73fe979
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gvo-3941000000-d0ef189d81deebcff7a7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-2900000000-5534adb66a5797faaf14
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-193.4226874
predicted
DarkChem Lite v0.1.0
[M-H]-194.4954874
predicted
DarkChem Lite v0.1.0
[M-H]-172.89616
predicted
DeepCCS 1.0 (2019)
[M+H]+193.4565874
predicted
DarkChem Lite v0.1.0
[M+H]+195.8184874
predicted
DarkChem Lite v0.1.0
[M+H]+175.29173
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.3324874
predicted
DarkChem Lite v0.1.0
[M+Na]+194.5154874
predicted
DarkChem Lite v0.1.0
[M+Na]+181.20427
predicted
DeepCCS 1.0 (2019)
Human Metabolome Database
HMDB0010316
ChemSpider
75744
ChEBI
32636
ChEMBL
CHEMBL1647
ZINC
ZINC000005197198
Predicted Properties
PropertyValueSource
Water Solubility27.7 mg/mLALOGPS
logP-0.68ALOGPS
logP-1Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.17Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area145.55 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity74.91 m3·mol-1Chemaxon
Polarizability30.69 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon