Metabolite Naproxen O-glucuronide

Name
Naproxen O-glucuronide
Description
Not Available
Structure
Synonyms
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 400.4648
Monoisotopic: 400.188588628
Chemical Formula
C23H28O6
InChI Key
JPEWXHCASWOSRA-LQLJUYLHSA-N
InChI
InChI=1S/C23H28O6/c1-12-13(2)20(21(24)25)28-23(14(12)3)29-22(26)15(4)16-6-7-18-11-19(27-5)9-8-17(18)10-16/h6-15,20,23H,1-5H3,(H,24,25)/t12-,13-,14+,15-,20-,23?/m0/s1
IUPAC Name
(2S,3S,4S,5R)-6-{[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxy}-3,4,5-trimethyloxane-2-carboxylic acid
SMILES
COC1=CC=C2C=C(C=CC2=C1)[C@H](C)C(=O)OC1O[C@@H]([C@@H](C)[C@H](C)[C@H]1C)C(O)=O
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-0937500000-fca55879b6af8193550e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kb-0904000000-c3fde1bab571b86e35c1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0922000000-ca39dbb319f0572ce0de
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxr-0902000000-0554c8d39f05bbd57248
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01b9-0913000000-7595bf14ee9dbbe5d631
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zmr-0920100000-58d2963b1a577e605925
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-187.68376
predicted
DeepCCS 1.0 (2019)
[M+H]+190.07933
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.12772
predicted
DeepCCS 1.0 (2019)
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0046 mg/mLALOGPS
logP4.27ALOGPS
logP4.85Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)3.95Chemaxon
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area82.06 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity106.92 m3·mol-1Chemaxon
Polarizability42.99 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon