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54821-44-2 molecular structure
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4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate

ChemBase ID: 177290
Molecular Formular: C20H24N2O3
Molecular Mass: 340.41616
Monoisotopic Mass: 340.17869264
SMILES and InChIs

SMILES:
c1(ccc2c(c1)c(cc[n+]2[O-])[C@H]([C@H]1N2CC[C@@H](C1)[C@H](C2)C=C)O)OC
Canonical SMILES:
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1cc[n+](c2c1cc(OC)cc2)[O-])O
InChI:
InChI=1S/C20H24N2O3/c1-3-13-12-21-8-6-14(13)10-19(21)20(23)16-7-9-22(24)18-5-4-15(25-2)11-17(16)18/h3-5,7,9,11,13-14,19-20,23H,1,6,8,10,12H2,2H3/t13-,14-,19-,20+/m0/s1
InChIKey:
GBBIANHNFAPFOH-WZBLMQSHSA-N

Cite this record

CBID:177290 http://www.chembase.cn/molecule-177290.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate
IUPAC Traditional name
4-[(R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate
Synonyms
(8α,9R)-6'-Methoxycinchonan-9-ol 1'-Oxide
Quinine 1'-N-Oxide
Quinine N'-Oxide
Quinine ar-N-Oxide
Quinine 1'-Oxide
CAS Number
54821-44-2
PubChem SID
164233200
PubChem CID
40493387

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC Q694010 external link Add to cart
PubChem 40493387 external link
Data Source Data ID Price
TRC
Q694010 external link Add to cart Please log in.
Data Source Data ID
PubChem 40493387 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Rotatable Bonds Lipinski's Rule of Five true 
Acid pKa 13.805381  H Acceptors
H Donor LogD (pH = 5.5) -1.7064064 
LogD (pH = 7.4) -0.051033214  Log P 1.4144448 
Molar Refractivity 98.6011 cm3 Polarizability 38.78634 Å3
Polar Surface Area 58.16 Å2

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - Q694010 external link
A metabolite of Quinine.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Small, D.L., J. Chem. Med., 22,1014 (1979)
  • • Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1979)
  • • Chang, Y.F., et al.: Neurochem. Res., 13, 455 (1979)
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PATENTS

PATENTS

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INTERNET

INTERNET

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