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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}oxane-2-carboxylic acid
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ChemBase ID:
177412
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Molecular Formular:
C20H20O9
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Molecular Mass:
404.3674
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Monoisotopic Mass:
404.11073222
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SMILES and InChIs
SMILES:
O([C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)c1cc(cc(c1)/C=C\c1ccc(cc1)O)O
Canonical SMILES:
OC(=O)[C@@H]1O[C@@H](Oc2cc(/C=C\c3ccc(cc3)O)cc(c2)O)[C@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C20H20O9/c21-12-5-3-10(4-6-12)1-2-11-7-13(22)9-14(8-11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,15-18,20-25H,(H,26,27)/b2-1-/t15-,16-,17+,18-,20+/m0/s1
InChIKey:
QWSAYEBSTMCFKY-BMPGWQKJSA-N
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Cite this record
CBID:177412 http://www.chembase.cn/molecule-177412.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}oxane-2-carboxylic acid
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IUPAC Traditional name
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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}oxane-2-carboxylic acid
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Synonyms
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3-Hydroxy-5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-Glucopyranosiduronic Acid
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cis-Resveratrol 3-O-β-D-Glucuronide (contains up to 15% trans isomer)
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CAS Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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TRC
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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3.1353626
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H Acceptors
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9
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H Donor
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6
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LogD (pH = 5.5)
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-0.88327813
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LogD (pH = 7.4)
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-2.0100691
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Log P
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1.4545974
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Molar Refractivity
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99.4673 cm3
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Polarizability
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38.91712 Å3
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Polar Surface Area
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156.91 Å2
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Rotatable Bonds
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5
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
TRC
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Yu, C., et al.: Pharm. Res., 19, 1907 (2001)
- • Rimando, A., et al.: J. Agric. Food Chem., 52, 4713 (2001)
- • Walle, T., et al.: Drug Metab. Dispos., 32, 1377 (2001)
- • Ito, H., et al.: Br. J. Nutr., 94, 500 (2
- • Schroder, H., et al.: Clin. Nutr., 20, 429 (2001)
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PATENTS
PATENTS
PubChem Patent
Google Patent