Metabolite Retinoyl beta-glucuronide

Name
Retinoyl beta-glucuronide
Description
Not Available
Structure
Synonyms
Retinoyl β-glucuronide
UNII
XB6RQ16Y55
CAS number
401-10-5
Weight
Average: 476.5592
Monoisotopic: 476.241018128
Chemical Formula
C26H36O8
InChI Key
MTGFYEHKPMOVNE-NEFMKCFNSA-N
InChI
InChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1
IUPAC Name
(2S,3S,4S,5R,6S)-6-{[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES
C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a4i-9432400000-25dd7257fa97ce57c686
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0973700000-d626746e483ffb3c4895
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0540900000-c1a2a24f9062d2199f38
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-2492200000-742479ebfda2ff3033a7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-02vu-0970200000-71401c2d736075782cbd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0nni-1594100000-96a0b99c797096bd2506
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03fr-0933100000-51dbd2f5bd71db8f8125
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-261.9218469
predicted
DarkChem Lite v0.1.0
[M-H]-263.2140469
predicted
DarkChem Lite v0.1.0
[M-H]-226.72624
predicted
DeepCCS 1.0 (2019)
[M+H]+265.5393469
predicted
DarkChem Lite v0.1.0
[M+H]+264.7594469
predicted
DarkChem Lite v0.1.0
[M+H]+228.62166
predicted
DeepCCS 1.0 (2019)
[M+Na]+263.0657469
predicted
DarkChem Lite v0.1.0
[M+Na]+262.1175469
predicted
DarkChem Lite v0.1.0
[M+Na]+234.34218
predicted
DeepCCS 1.0 (2019)
Human Metabolome Database
HMDB0003141
KEGG Compound
C11061
ChemSpider
4445170
ChEBI
28870
ZINC
ZINC000004098984
Predicted Properties
PropertyValueSource
logP3.3Chemaxon
pKa (Strongest Acidic)3.39Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area133.52 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity130.09 m3·mol-1Chemaxon
Polarizability52.14 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon