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146275-18-5 molecular structure
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1-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]-1λ5-pyridin-1-ylium

ChemBase ID: 170383
Molecular Formular: C16H20N2O8
Molecular Mass: 368.3386
Monoisotopic Mass: 368.12196561
SMILES and InChIs

SMILES:
[C@H]1(C[C@H](N(C1=O)C)c1c[n+](ccc1)[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)[O-])O
Canonical SMILES:
O[C@@H]1[C@@H](O)[C@H](O[C@@H]([C@@H]1O)[n+]1cccc(c1)[C@@H]1C[C@H](C(=O)N1C)O)C(=O)[O-]
InChI:
InChI=1S/C16H20N2O8/c1-17-8(5-9(19)14(17)23)7-3-2-4-18(6-7)15-12(22)10(20)11(21)13(26-15)16(24)25/h2-4,6,8-13,15,19-22H,5H2,1H3/t8-,9+,10+,11+,12-,13+,15-/m0/s1
InChIKey:
RQZAUCJAFHEEEZ-LXAYBOCESA-N

Cite this record

CBID:170383 http://www.chembase.cn/molecule-170383.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]-1λ5-pyridin-1-ylium
IUPAC Traditional name
1-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]-1λ5-pyridin-1-ylium
Synonyms
1-β-D-Glucopyranuronosyl-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxo-2-pyrrolidinyl]pyridinium Inner Salt
trans-3'-Hydroxycotinine-N-glucuronide
trans-3'-Hydroxy Cotinine N-β-D-Glucuronide
CAS Number
146275-18-5
PubChem SID
164226293
PubChem CID
71748947

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC H924530 external link Add to cart
PubChem 71748947 external link
Data Source Data ID Price
TRC
H924530 external link Add to cart Please log in.
Data Source Data ID
PubChem 71748947 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.846223  H Acceptors
H Donor LogD (pH = 5.5) -6.99908 
LogD (pH = 7.4) -6.9997625  Log P -6.7702813 
Molar Refractivity 95.2511 cm3 Polarizability 33.52751 Å3
Polar Surface Area 154.47 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Water expand Show data source
Apperance
White to Off-White Solid expand Show data source
Melting Point
>180°C (dec.) expand Show data source
Storage Condition
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H924530 external link
It is a major metabolite of Nicotine in humans. Carcinogen.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Byrd, G., et al.: Drug Metab. Dispos., 20, 192 (1992)
  • • Benowitz, N., et al.: Br. J. Clin. Pharmacol., 51, 53 (1992)
  • • Hanioka, N., et al.: Xenobiotica, 31, 687 (1992)
  • • Ethell, B., et al.: Biochem. Pharmacol., 65, 1441 (1992)
  • • Yamanaka, H., et al.: Eur. J.
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PATENTS

PATENTS

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INTERNET

INTERNET

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