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Phellamurin

CAT: 1410-M29333-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:1410-M29333-01Size:5 mg
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Description
Phellamurin inhibits intestinal P-glycoprotein in a dose-dependent manner, there is a serious interaction occurred between Phellamurin with cyclosporin, to ensure the efficacy of cyclosporin, we suggest that the coadministration of Phellamurin or Phellodendron wilsonii with cyclosporin should be avoided.
CAS Number
52589-11-4
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
518.51
Molecular Formula
C26H30O11
Notes
Research use only, not for human use.
Receptor
P-gp

Chemical Information

Phellamurin

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 4'-hydroxyflavanones, a beta-D-glucoside, a trihydroxyflavanone, a member of dihydroflavonols, a monosaccharide derivative and a flavanone glycoside. It is functionally related to a (+)-dihydrokaempferol.

CAS Number52589-11-4
PubChem CID193876
IUPAC Name(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Molecular FormulaC26H30O11
Molecular Weight518.5
XLogP2
Topological Polar Surface Area186
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Heavy Atom Count37
Formal Charge0
Complexity808
SMILES
CC(=CCC1=C(C=C(C2=C1O[C@@H]([C@H](C2=O)O)C3=CC=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
InChI
InChI=1S/C26H30O11/c1-11(2)3-8-14-16(35-26-23(34)21(32)19(30)17(10-27)36-26)9-15(29)18-20(31)22(33)24(37-25(14)18)12-4-6-13(28)7-5-12/h3-7,9,17,19,21-24,26-30,32-34H,8,10H2,1-2H3/t17-,19-,21+,22+,23-,24-,26-/m1/s1
InChIKey
GRDZTDZJQRPNCN-YIANMRPHSA-N
Chemical Structure
2D Structure
2D structure of Phellamurin
CAS: 52589-11-4
CID: 193876
Formula: C26H30O11
MW: 518.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight518.5
XLogP32
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Exact Mass518.17881177
Monoisotopic Mass518.17881177
Topological Polar Surface Area186 Ų
Heavy Atom Count37
Formal Charge0
Complexity808
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA3218-1Phellamurin

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