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ChemicalBook--->CAS DataBase List--->55576-66-4

55576-66-4

55576-66-4 Structure

55576-66-4 Structure
IdentificationBack Directory
[Name]

agrimol B
[CAS]

55576-66-4
[Synonyms]

agrimol B
AGRIMOL B(P)
(S)-(+)-Agrimol B
Agrimol B (-)-Agrimol B
(2S)-1-[3,5-Bis[[2,6-dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl]methyl]-2,4,6-trihydroxyphenyl]-2-methyl-1-butanone
1-Butanone,1-[3,5-bis[[2,6-dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl]methyl]-2,4,6-trihydroxyphenyl]-2-methyl-,(2S)-
1-Butanone, 1-(3,5-bis((2,6-dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl)methyl)-2,4,6-trihydroxyphenyl)-2-methyl-, (S)-
[Molecular Formula]

C37H46O12
[MDL Number]

MFCD20527284
[MOL File]

55576-66-4.mol
[Molecular Weight]

682.75
Chemical PropertiesBack Directory
[Boiling point ]

922.6±65.0 °C(Predicted)
[density ]

1.292
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

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

Powder
[pka]

7.09±0.50(Predicted)
[color ]

White to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, easily soluble in methanol and ethyl acetate, almost insoluble in water, derived from Agrimony.
[Uses]

Agrimol B, a polyphenol, is an orally active and potent SIRT1 activator. Agrimol B shows anti-adipogenic and anticancer activity. Agrimol B shows antibacterial activity against plant pathogens. Agrimol B dramatically inhibits 3T3-L1 adipocyte differentiation by reducing PPARγ, C/EBPα, FAS, UCP-1, and apoE expression. The action of Agrimol B on the cancer cells is likely derived from its effect on c-MYC, SKP2 and p27[1][2][3].
[Biological Activity]

Agrimol B, a polyphenol derivative isolated from Agrimony, inhibits adipogenesis, induces the translocation and expression of SIRT1, and reduces the expression of PPARγ.
[in vivo]

Agrimol B (10 mg/kg, Orally, daily) reduces growth of prostate cancer cell xenograft in mice[2].

Animal Model:BALB/c nude mice (6-week-old, male, injected with PC-3 cells in 0.2 mL PBS subcutaneously)[2]
Dosage:10 mg/kg
Administration:Orally, daily, after 15 days of cancer cell implantation
Result:Inhibited tumor growth in a mouse model of human prostate cancer, reduced the tumor volume at day 31 and day 32.
[target]

PPAR | Antifection
[IC 50]

SIRT1; PPARγ
[References]

[1] Agrimol B, et al. Agrimol B suppresses adipogenesis through modulation of SIRT1-PPAR gamma signal pathway. Biochem Biophys Res Commun. 2016 Aug 26;477(3):454-60. DOI:10.1016/j.bbrc.2016.06.078
[2] Hnit SST, et al. Agrimol B present in Agrimonia pilosa Ledeb impedes cell cycle progression of cancer cells through G0 state arrest. Biomed Pharmacother. 2021 Sep;141:111795. DOI:10.1016/j.biopha.2021.111795
[3] Chun S B, et al. Antibacterial Activities against Plant Pathogens and Identification of Agrimol B from Agrimonia pilosa LEDEB[J]. ?????? ?10? 3?, 2006, 10(3):230-236.
Spectrum DetailBack Directory
[Spectrum Detail]

agrimol B(55576-66-4)1HNMR
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