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Phellamurin

Phellamurin structure

Phellamurin 

structure
  • CAS No:

    52589-11-4

  • Formula:

    C26H30O11

  • Chemical Name:

    Phellamurin

  • Synonyms:

    4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-,(2R,3R)-;4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-,(2R-trans)-;4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-,(2R,3R)-;(2R,3R)-7-(β-D-Glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one;Phellamurin;Fellavin;Flacoside;139238-42-9;257625-53-9

  • Categories:

    Natural Products  >  Flavonoids

Description

ChEBI: A member of the class of dihydroflavonols that is (+)-dihydrokaempferol substituted by a prenyl group at position 8 and a beta-D-glucopyranosyl group at position 7 via a glycosidic linkage. Isolated from Phellodend on amurense and Commiphora africana, it exhibits inhibition of intestinal P-glycoprotein.


Phellamurin is a member of the class of dihydroflavonols that is (+)-dihydrokaempferol substituted by a prenyl group at position 8 and a beta-D-glucopyranosyl group at position 7 via a glycosidic linkage. Isolated from Phellodendron amurense and Commiphora africana, it exhibits inhibition of intestinal P-glycoprotein. It has a role as a metabolite. It is a member of dihydroflavonols, a flavanone glycoside, a trihydroxyflavanone, a monosaccharide derivative, a beta-D-glucoside and a member of 4'-hydroxyflavanones. It derives from a (+)-dihydrokaempferol.

Phellamurin Basic Attributes

518.515

518.51

DTXSID00200563

Characteristics

186

2.14

1.5±0.1 g/cm3

861.5±65.0 °C at 760 mmHg

290.7±27.8 °C

1.672

Drug Information

3,4',5,7-tetrahydroxy-8-isoprenylflavanone-7-O-glucoside

Computed Properties

Molecular Weight:518.5
XLogP3:2
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:6
Exact Mass:518.17881177
Monoisotopic Mass:518.17881177
Topological Polar Surface Area:186
Heavy Atom Count:37
Complexity:808
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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