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60-81-1 molecular structure
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1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

ChemBase ID: 70188
Molecular Formular: C21H24O10
Molecular Mass: 436.40926
Monoisotopic Mass: 436.13694697
SMILES and InChIs

SMILES:
C(=O)(CCc1ccc(cc1)O)c1c(cc(cc1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
Canonical SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)cc(c2C(=O)CCc2ccc(cc2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey:
IOUVKUPGCMBWBT-QNDFHXLGSA-N

Cite this record

CBID:70188 http://www.chembase.cn/molecule-70188.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
IUPAC Traditional name
phlorizin
Synonyms
Phloridzin
Phlorhizin
Phlorizoside
Phlorizin
Phlorizin
CAS Number
60-81-1
MDL Number
MFCD00006591
PubChem SID
162035911
PubChem CID
6072

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.8697577  H Acceptors 10 
H Donor LogD (pH = 5.5) 0.9756358 
LogD (pH = 7.4) 0.85051596  Log P 0.9774724 
Molar Refractivity 105.8517 cm3 Polarizability 41.671455 Å3
Polar Surface Area 177.14 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
Powder expand Show data source
Storage Condition
-20°C expand Show data source
Storage Warning
IRRITANT expand Show data source
MSDS Link
Download expand Show data source
TSCA Listed
false expand Show data source
Purity
95+% expand Show data source
98.0 expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S2343 external link
Research Area: Cardiovascular Disease
Biological Activity:
Phlorizin (Phloridzin) is a toxic 2’-glucoside of phloretin. It belongs to the group of dihydrochalcones, a type of flavonoids. It is a competitive inhibitor of renal glucose transport. Phlorizin is naturally occurring in some plants. It could be found in the bark of pear (Pyrus communis), apple, cherry and other fruit trees (Rosaceae) and is responsible for the petal color in Dianthus caryophyllus. [1]

REFERENCES

REFERENCES

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  • • http://www.bentham.org/prc/samples/prc1-1/Higashi.pdf
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PATENTS

PATENTS

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INTERNET

INTERNET

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