| Identification | Back 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 Properties | Back 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 | [InChIKey]
BVLHMPZMQVWDGX-INIZCTEOSA-N | [SMILES]
C(C1=C(O)C(CC2=C(O)C(C(=O)CCC)=C(OC)C(C)=C2O)=C(O)C(CC2=C(O)C(C(=O)CCC)=C(OC)C(C)=C2O)=C1O)(=O)[C@@H](C)CC |
| Hazard Information | Back 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. |
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