phlorizin   Click here for help

GtoPdb Ligand ID: 4757

Comment: Found in the bark of several types of fruit tree. Within the body, phlorizin (which also occurs naturally) is converted into phloretin by hydrolytic enzymes.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 7
Rotatable bonds 7
Topological polar surface area 177.14
Molecular weight 436.14
XLogP 1.1
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC1OC(Oc2cc(O)cc(c2C(=O)CCc2ccc(cc2)O)O)C(C(C1O)O)O
Isomeric 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
InChI Key IOUVKUPGCMBWBT-QNDFHXLGSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
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
Database Links Click here for help
CAS Registry No. 60-81-1 (source: Scifinder)
ChEBI CHEBI:8113
ChEMBL Ligand CHEMBL245067
GtoPdb PubChem SID 178101467
PubChem CID 6072
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Wikipedia Phlorizin

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Tocris
Phlorizin
Cat. No. 4627