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168286-97-3 molecular structure
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methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylate

ChemBase ID: 170127
Molecular Formular: C22H22O12
Molecular Mass: 478.40288
Monoisotopic Mass: 478.11112614
SMILES and InChIs

SMILES:
c1c2c(ccc1O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)ccc(=O)o2
Canonical SMILES:
COC(=O)[C@H]1O[C@H](Oc2ccc3c(c2)oc(=O)cc3)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI:
InChI=1S/C22H22O12/c1-10(23)29-17-18(30-11(2)24)20(31-12(3)25)22(34-19(17)21(27)28-4)32-14-7-5-13-6-8-16(26)33-15(13)9-14/h5-9,17-20,22H,1-4H3/t17-,18-,19-,20+,22+/m1/s1
InChIKey:
GREJSCHGTQAQIT-YHZBMZHBSA-N

Cite this record

CBID:170127 http://www.chembase.cn/molecule-170127.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylate
IUPAC Traditional name
methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxochromen-7-yl)oxy]oxane-2-carboxylate
Synonyms
2-Oxo-2H-1-benzopyran-7-yl-β-D-glucopyranosiduronic Acid Methyl Ester Triacetate
7-Hydroxy Coumarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester
CAS Number
168286-97-3
PubChem SID
164226037
PubChem CID
71748816

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC H924895 external link Add to cart
PubChem 71748816 external link
Data Source Data ID Price
TRC
H924895 external link Add to cart Please log in.
Data Source Data ID
PubChem 71748816 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 1.001271  LogD (pH = 7.4) 1.001271 
Log P 1.001271  Molar Refractivity 107.7649 cm3
Polarizability 43.67143 Å3 Polar Surface Area 149.96 Å2
Rotatable Bonds 10  Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H924895 external link
Coumarin derivative. Used in the preparation of Hydroxy Coumarin β-D-Glucuronide, a useful pharmacokinetic standard in metabolic studies.

REFERENCES

REFERENCES

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  • • Blankson, E., et al.: Biochem. Pharmacol., 42, 1241 (1991)
  • • Mead, J. et al.: Biochem. J. 61, 569 (1955)
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PATENTS

PATENTS

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INTERNET

INTERNET

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