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87144-73-8 molecular structure
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sodium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2S)-1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-yl]oxy}oxane-2-carboxylate

ChemBase ID: 177027
Molecular Formular: C22H28NNaO8
Molecular Mass: 457.44939
Monoisotopic Mass: 457.17126114
SMILES and InChIs

SMILES:
c1cccc2c1c(ccc2)OC[C@H](CNC(C)C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)[O-].[Na+]
Canonical SMILES:
CC(NC[C@H](O[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O)COc1cccc2c1cccc2)C.[Na+]
InChI:
InChI=1S/C22H29NO8.Na/c1-12(2)23-10-14(11-29-16-9-5-7-13-6-3-4-8-15(13)16)30-22-19(26)17(24)18(25)20(31-22)21(27)28;/h3-9,12,14,17-20,22-26H,10-11H2,1-2H3,(H,27,28);/q;+1/p-1/t14-,17-,18-,19+,20-,22+;/m0./s1
InChIKey:
OSKYDLRSXKTYLZ-OGVLMCRDSA-M

Cite this record

CBID:177027 http://www.chembase.cn/molecule-177027.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
sodium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2S)-1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-yl]oxy}oxane-2-carboxylate
IUPAC Traditional name
sodium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2S)-1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl]oxy}oxane-2-carboxylate
Synonyms
(S)-1-[[(1-Methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl β-D-Glucopyranosiduronic Acid Monosodium Salt
(-)-Propranolol Glucuronide Sodium
(S)-Propranolol Glucuronide Sodium
(S)-Propranolol β-D-Glucuronide Sodium Salt
CAS Number
87144-73-8
PubChem SID
164232937
PubChem CID
71751838

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC P831820 external link Add to cart
PubChem 71751838 external link
Data Source Data ID Price
TRC
P831820 external link Add to cart Please log in.
Data Source Data ID
PubChem 71751838 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.026828  H Acceptors
H Donor LogD (pH = 5.5) -1.339562 
LogD (pH = 7.4) -1.3409661  Log P -1.3388066 
Molar Refractivity 119.9435 cm3 Polarizability 45.084633 Å3
Polar Surface Area 140.54 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

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 - P831820 external link
A metabolite of Propranolol (P831800). Antihypertensive; antianginal; antiarrhythmic (class II).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Reeves, P., et al.: Xenobiotica, 8, 313 (1978)
  • • Balon, K., et al.: Pharm. Res., 16, 882 (1978)
  • • Lange, R., et al.: Toxicol. Lett., 131, 97 (1978)
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PATENTS

PATENTS

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INTERNET

INTERNET

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