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ChemicalBook--->CAS DataBase List--->2545-00-8

2545-00-8

2545-00-8 Structure

2545-00-8 Structure
IdentificationBack Directory
[Name]

AFZELECHIN
[CAS]

2545-00-8
[Synonyms]

(2R)-2α-(4-Hydroxyphenyl)chroman-3β,5,7-triol
2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(4-hydroxyphenyl)-, (2R,3S)
[2R,3S,(+)]-3,4-Dihydro-2-(4-hydroxyphenyl)-2H-1-benzopyran-3,5,7-triol
[Molecular Formula]

C15H14O5
[MDL Number]

MFCD01861520
[MOL File]

2545-00-8.mol
[Molecular Weight]

274.27
Chemical PropertiesBack Directory
[Melting point ]

252-254 °C (decomp)
[Boiling point ]

583.4±50.0 °C(Predicted)
[density ]

1.492±0.06 g/cm3(Predicted)
[solubility ]

Soluble in DMSO
[form ]

Powder
[pka]

9?+-.0.60(Predicted)
[color ]

White to light brown
[InChI]

InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15+/m0/s1
[InChIKey]

RSYUFYQTACJFML-DZGCQCFKSA-N
[SMILES]

[C@H]1(C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C2C[C@@H]1O
Hazard InformationBack Directory
[Uses]

(+)-Afzelechin, isolated from rhizomes of Bergenia ligulata, is an alpha-glucosidase activity inhibitor with an ID50 (50% inhibition dose) value of 0.13 mM. (+)-Afzelechin can delay the absorption of carbohydrates in food to suppress postprandial hyperglycemia and hyperinsulinemia[1].
[Definition]

ChEBI: A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4' respectively.
[References]

[1] Junichi Saijyo, et al. Alpha-glucosidase Inhibitor From Bergenia Ligulata. J Oleo Sci. 2008;57(8):431-5. DOI:10.5650/jos.57.431
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