ChemicalBook--->CAS DataBase List--->52589-11-4

52589-11-4

52589-11-4 Structure

52589-11-4 Structure
IdentificationBack Directory
[Name]

phellamurin
[CAS]

52589-11-4
[Synonyms]

phellamurin
(dihydro) Phellodendron
(2R)-7-(β-D-Glucopyranosyloxy)-2,3-dihydro-3β,5-dihydroxy-2α-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,7-(b-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-buten-1-yl)-, (2R,3R)-
[Molecular Formula]

C26H30O11
[MOL File]

52589-11-4.mol
[Molecular Weight]

518.52
Chemical PropertiesBack Directory
[Boiling point ]

861.5±65.0 °C(Predicted)
[density ]

1.504±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

7.15±0.60(Predicted)
[color ]

Light yellow to yellow
[biological source]

plant
[Water Solubility ]

water: slightly soluble
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChIKey]

GRDZTDZJQRPNCN-YIANMRPHSA-N
[SMILES]

O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2c(c3c(c(c2)O)C(=O)[C@@H]([C@H](O3)c4ccc(cc4)O)O)CC=C(C)C
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Phellamurin is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
[Definition]

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.
[Biological Activity]

Phellamurin induces cells apoptosishas anti-tumor activityexhibits inhibition of intestinal P-glycoprotein and it has a role as a metabolite.
[in vivo]

Phellamurin (50?mg/kg/day; intraperitoneal injection; daily; for 21 days; female BALB/c nude mice) treatment represses osteosarcoma tumor growth in vivo. The ratios of p-PI3K/PI3K, p-AKT/AKT, and p-mTOR/mTOR are decreased in xenograft in Phellamurin-treated mice[1].

Animal Model:Athymic female BALB/c nude mice (6 weeks old ) injected with U2OS cells[1]
Dosage:50?mg/kg/day
Administration:Intraperitoneal injection; daily; for 21 days
Result:Repressed osteosarcoma tumor growth in vivo.
[target]

P-gp
Spectrum DetailBack Directory
[Spectrum Detail]

phellamurin(52589-11-4)1HNMR
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