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128700-97-0

128700-97-0 Structure

128700-97-0 Structure
IdentificationBack Directory
[Name]

(E)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPT-4-EN-3-ONE
[CAS]

128700-97-0
[Synonyms]

GINGERENONE A
(E)-1,7-Bis(3-methoxy-4-hydroxyphenyl)-4-hepten-3-one
(E)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPT-4-EN-3-ONE
4-Hepten-3-one, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (4E)-
[Molecular Formula]

C21H24O5
[MDL Number]

MFCD06656136
[MOL File]

128700-97-0.mol
[Molecular Weight]

356.41
Chemical PropertiesBack Directory
[Boiling point ]

571.3±50.0 °C(Predicted)
[density ]

1.183±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Ethanol (Slightly)
[form ]

Oil
[pka]

10.01±0.20(Predicted)
[color ]

Light Yellow to Yellow
[InChI]

InChI=1S/C21H24O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h4,6,8-9,11-14,23-24H,3,5,7,10H2,1-2H3/b6-4+
[InChIKey]

FWDXZNKYDTXGOT-GQCTYLIASA-N
[SMILES]

C(C1=CC=C(O)C(OC)=C1)CC(=O)/C=C/CCC1=CC=C(O)C(OC)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H372-H410
[Precautionary statements ]

P501-P273-P260-P264-P391-P308+P311
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Gingerenone A is an antifungal and antiparasitic diarylheptenone that is isolated from Zingiber officinale (more commonly known as ginger), a medicinal plant that is used to treat inflammation and musculoskeletal disorders.
[Definition]

ChEBI: Gingerenone A is a diarylheptanoid.
[Biological Activity]

Gingerenone A is a potent anticancer agent isolated from Ginger (Zingiber officinale) th at exhibits minimal toxicity toward normal cells. Gingerenone A potently inhibits JAK2 (Janus Kinase 2) and S6K1 (p70 ribosomal S6 kinase). Gingerenone A significantly suppressed tumor growth in vivo. Alsoit exhibits promising senolytic properties. Gingerenone A selectively eliminate senescent cells in WI-38 human fibroblasts rendered senescent by exposure to ionizing radiation.
[in vivo]

Gingerenone A (10-50 mg/kg, orally, once a day, 15 weeks) reduces the increase in fat mass induced by a high-fat diet in mice by decreasing the size of fat cells, thereby inhibiting obesity and inflammation in adipose tissue[2].
Gingerenone A (5-20 mg/kg, orally, once a day, 7 days) can alleviate ferroptosis in the SLI of DSS-induced colitis mice, and its protective effect is associated with the activation of the Nrf2-Gpx4 signaling pathway[4].

Animal Model:HFD mice[2]
Dosage:10, 50 mg/kg; daily; 15 weeks
Administration:Oral
Result:Reduced fat gain without significantly affecting caloric intake, reduced visceral fat mass, and made fat cells smaller.
Animal Model:Mice induced by DSS[6]
Dosage:5, 20 mg/kg; daily; 7 days
Administration:Oral
Result:Alleviated DSS-induced liver pathological damage, liver parameters and cytokine levels, increased antioxidant enzyme activities, alleviated ferroptosis, upregulated GPX4 expression, and activated Nrf2.
Spectrum DetailBack Directory
[Spectrum Detail]

Gingerenone A(128700-97-0)1HNMR
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