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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:25:09 UTC
Update Date2021-09-14 15:46:39 UTC
HMDB IDHMDB0060498
Secondary Accession Numbers
  • HMDB60498
Metabolite Identification
Common NameNNAL-N-glucuronide
DescriptionNNAL-N-glucuronide belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond. NNAL-N-glucuronide is a strong basic compound (based on its pKa). These are compounds containing a (hydro)pyran ring bearing unprotected amino and carboxylic acid functionalities.
Structure
Data?1563866068
SynonymsNot Available
Chemical FormulaC16H24N3O8
Average Molecular Weight386.3771
Monoisotopic Molecular Weight386.156339759
IUPAC Name1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium
Traditional Name1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium
CAS Registry NumberNot Available
SMILES
CN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O
InChI Identifier
InChI=1S/C16H23N3O8/c1-18(17-26)6-3-5-10(20)9-4-2-7-19(8-9)15-13(23)11(21)12(22)14(27-15)16(24)25/h2,4,7-8,10-15,20-23H,3,5-6H2,1H3/p+1/t10?,11-,12-,13+,14-,15+/m0/s1
InChI KeyVSVYJUYJFLYYSI-UKOUFMKDSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-glucuronides
Alternative Parents
Substituents
  • N-glucuronide
  • Glycosyl compound
  • N-glycosyl compound
  • Beta-hydroxy acid
  • Hydroxy acid
  • Oxane
  • Pyran
  • Pyridine
  • Pyridinium
  • Heteroaromatic compound
  • Secondary alcohol
  • Organic n-nitroso compound
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Azacycle
  • Polyol
  • Carboxylic acid
  • Organic nitroso compound
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic alcohol
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.83 g/LALOGPS
logP-1.4ALOGPS
logP-5.7ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)2.71ChemAxon
pKa (Strongest Basic)3.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area164 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity91.66 m³·mol⁻¹ChemAxon
Polarizability38.55 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+192.77831661259
DarkChem[M-H]-188.73231661259
DeepCCS[M+H]+178.51430932474
DeepCCS[M-H]-176.23730932474
DeepCCS[M-2H]-209.47630932474
DeepCCS[M+Na]+184.28930932474
AllCCS[M+H]+189.032859911
AllCCS[M+H-H2O]+186.532859911
AllCCS[M+NH4]+191.332859911
AllCCS[M+Na]+192.032859911
AllCCS[M-H]-189.332859911
AllCCS[M+Na-2H]-189.232859911
AllCCS[M+HCOO]-189.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
NNAL-N-glucuronideCN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O4066.9Standard polar33892256
NNAL-N-glucuronideCN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O3096.4Standard non polar33892256
NNAL-N-glucuronideCN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O3471.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
NNAL-N-glucuronide,1TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3144.0Semi standard non polar33892256
NNAL-N-glucuronide,1TMS,isomer #2CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3138.9Semi standard non polar33892256
NNAL-N-glucuronide,1TMS,isomer #3CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3126.8Semi standard non polar33892256
NNAL-N-glucuronide,1TMS,isomer #4CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3119.5Semi standard non polar33892256
NNAL-N-glucuronide,1TMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3132.7Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3073.8Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #10CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3064.1Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #2CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3062.7Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #3CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3052.3Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #4CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3048.5Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3093.7Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #6CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3081.3Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #7CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3079.4Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #8CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3079.5Semi standard non polar33892256
NNAL-N-glucuronide,2TMS,isomer #9CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3062.2Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3057.2Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #10CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3049.7Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #2CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3047.9Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #3CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3034.0Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #4CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3045.6Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #5CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3040.1Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #6CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3032.5Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #7CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3082.5Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #8CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3064.4Semi standard non polar33892256
NNAL-N-glucuronide,3TMS,isomer #9CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3067.2Semi standard non polar33892256
NNAL-N-glucuronide,4TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1)N=O3057.1Semi standard non polar33892256
NNAL-N-glucuronide,4TMS,isomer #2CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1)N=O3041.8Semi standard non polar33892256
NNAL-N-glucuronide,4TMS,isomer #3CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3022.0Semi standard non polar33892256
NNAL-N-glucuronide,4TMS,isomer #4CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3048.3Semi standard non polar33892256
NNAL-N-glucuronide,4TMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3068.7Semi standard non polar33892256
NNAL-N-glucuronide,5TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1)N=O3052.0Semi standard non polar33892256
NNAL-N-glucuronide,1TBDMS,isomer #1CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3443.3Semi standard non polar33892256
NNAL-N-glucuronide,1TBDMS,isomer #2CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3410.3Semi standard non polar33892256
NNAL-N-glucuronide,1TBDMS,isomer #3CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3413.3Semi standard non polar33892256
NNAL-N-glucuronide,1TBDMS,isomer #4CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3406.9Semi standard non polar33892256
NNAL-N-glucuronide,1TBDMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3427.2Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #1CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1)N=O3591.3Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #10CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3577.9Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #2CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3566.4Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #3CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3576.0Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #4CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3567.5Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3588.1Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #6CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3577.6Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #7CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3564.0Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #8CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3593.9Semi standard non polar33892256
NNAL-N-glucuronide,2TBDMS,isomer #9CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3562.8Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #1CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1)N=O3756.3Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #10CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3726.1Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #2CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3765.9Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #3CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3738.8Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #4CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3738.8Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #5CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3715.8Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #6CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3716.1Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #7CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3748.2Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #8CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3728.3Semi standard non polar33892256
NNAL-N-glucuronide,3TBDMS,isomer #9CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3736.8Semi standard non polar33892256
NNAL-N-glucuronide,4TBDMS,isomer #1CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1)N=O3901.6Semi standard non polar33892256
NNAL-N-glucuronide,4TBDMS,isomer #2CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3879.1Semi standard non polar33892256
NNAL-N-glucuronide,4TBDMS,isomer #3CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3874.9Semi standard non polar33892256
NNAL-N-glucuronide,4TBDMS,isomer #4CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3887.8Semi standard non polar33892256
NNAL-N-glucuronide,4TBDMS,isomer #5CN(CCCC(O)C1=CC=C[N+]([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1)N=O3893.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - NNAL-N-glucuronide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0670-9166000000-8f44995fdafb2501b0a02017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - NNAL-N-glucuronide GC-MS (4 TMS) - 70eV, Positivesplash10-053r-5552029000-2a55c360a53bfb22a0252017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - NNAL-N-glucuronide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - NNAL-N-glucuronide 10V, Positive-QTOFsplash10-014i-0019000000-429b4a59db9309b38ee72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - NNAL-N-glucuronide 20V, Positive-QTOFsplash10-0ik9-3669000000-15643d1116ce8d95cce82017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - NNAL-N-glucuronide 40V, Positive-QTOFsplash10-0ik9-3940000000-27e11619af4a2591fa7c2017-10-06Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB034585
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53297451
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Only showing the first 10 proteins. There are 18 proteins in total.

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:
UGT2B28
Uniprot ID:
Q9BY64
Molecular weight:
38742.9
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:
UGT2B4
Uniprot ID:
P06133
Molecular weight:
60512.035
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:
UGT1A4
Uniprot ID:
P22310
Molecular weight:
60024.535
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:
UGT2B10
Uniprot ID:
P36537
Molecular weight:
60773.485
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:
UGT2B7
Uniprot ID:
P16662
Molecular weight:
60720.15
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:
UGT2B15
Uniprot ID:
P54855
Molecular weight:
61035.815
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:
UGT2A1
Uniprot ID:
Q9Y4X1
Molecular weight:
60771.605
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:
UGT1A9
Uniprot ID:
O60656
Molecular weight:
59940.495
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:
UGT1A8
Uniprot ID:
Q9HAW9
Molecular weight:
59741.035
Reactions
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol + Uridine diphosphate glucuronic acid → NNAL-N-glucuronide + Uridine 5'-diphosphatedetails

Only showing the first 10 proteins. There are 18 proteins in total.