1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-(1-nitroso-1,2,3,6-tetrahydropyridin-2-yl)-1λ5-pyridin-1-ylium

• ChemBase ID: 175430
• Molecular Formular: C16H19N3O7
• Molecular Mass: 365.33796
• Monoisotopic Mass: 365.12229996
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)[O-])[n+]1cccc(c1)C1CC=CCN1N=O)O)O)O
• Canonical SMILES: O=NN1CC=CCC1c1ccc[n+](c1)[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H19N3O7/c20-11-12(21)14(16(23)24)26-15(13(11)22)18-6-3-4-9(8-18)10-5-1-2-7-19(10)17-25/h1-4,6,8,10-15,20-22H,5,7H2/t10?,11-,12-,13+,14-,15+/m0/s1
• InChIKey: ZSTVXHPHMHRXKW-UKOUFMKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-(1-nitroso-1,2,3,6-tetrahydropyridin-2-yl)-1λ^5-pyridin-1-ylium
• IUPAC Traditional name: 1-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-(1-nitroso-3,6-dihydro-2H-pyridin-2-yl)-1λ^5-pyridin-1-ylium
• Synonyms: NAT-β-D-glucuronide; (R,S)-N-Nitroso Anatabine N-β-D-Glucuronide(Mixture of Diastereomers)

Database IDs

• PubChem SID: 164231340
• PubChem CID: 71751117

CALCULATED PROPERTIES

• Acid pKa: 2.549559
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -5.016552
• LogD (pH = 7.4): -5.017006
• Log P: -4.946116
• Molar Refractivity: 99.803 cm^3
• Polarizability: 33.863094 Å^3
• Polar Surface Area: 146.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N524755

A metabolite of Nitrosoanatabine.