ChemicalBook--->CAS DataBase List--->56486-94-3

56486-94-3

56486-94-3 Structure

56486-94-3 Structure
IdentificationBack Directory
[Name]

Steppogenin
[CAS]

56486-94-3
[Synonyms]

Steppogenin
norartocarpanone
2',4',5,7-Tetrahydroxyflavanone
4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
[Molecular Formula]

C15H12O6
[MDL Number]

MFCD20274687
[MOL File]

56486-94-3.mol
[Molecular Weight]

288.25
Chemical PropertiesBack Directory
[solubility ]

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

Powder
[color ]

White to off-white
[InChI]

InChI=1S/C15H12O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-5,13,16-19H,6H2/t13-/m0/s1
[InChIKey]

QBLQLKNOKUHRCH-ZDUSSCGKSA-N
[SMILES]

[C@H]1(C2=CC=C(O)C=C2O)OC2=CC(O)=CC(O)=C2C(=O)C1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Steppogenin is a potent inhibitor of HIF-1α and DLL4, with IC50 values of 0.56 and 8.46 μM, respectively. Steppogenin can be sued for the research of angiogenic diseases, such as those involving solid tumors[1].
[in vivo]

Steppogenin (2 mg/kg, IP, once) inhibits tumor growth and angiogenesis[1].
Steppogenin (2 mg/kg, IP, once) shows the highest distribution to the liver and spleen (25.5-fold and 9.74-fold AUC ratio, respectively) with significantly higher T1/2[1].
Pharmacokinetic Parameters of Steppogenin in male C57BL/6 J mice[1].

Cmax (ng/mL)Tmax (h)T1/2 (h)AUC8h (ng/mL?h)AUC (ng/mL?h)AUC ratio
Plasma448 ± 1130.250.49 ± 0.14283 ± 98.9284 ± 97.81
Tumor635 ± 1140.3 ± 0.11.87 ± 0.871078 ± 4941252 ± 5474.58
Liver4319 ± 10630.251.72 ± 0.266733 ± 13006967 ± 120025.5
Lung521 ± 1810.250.36 ± 0.12261 ± 96.1280 ± 1061.02
Heart285 ± 15.20.250.2107 ± 44.3176.90.65
Kidney1225 ± 4630.250.33 ± 0.01628 ± 234624.7 ± 2382.35
Spleen6110 ± 29540.250.47 ± 0.012443 ± 11552663 ± 12899.74
Brain309 ± 95.70.251.36 ± 0.46191 ± 67241 ± 75.40.88
Animal Model:C57BL/6 J mice (6-week-old, male, Lewis lung carcinoma (LLC) allograft tumor model)[1]
Dosage:2 mg/kg
Administration:IP, once
Result:Significantly suppressed tumor growth.
Animal Model:C57BL/6 J mice (6-week-old, male, Lewis lung carcinoma (LLC) allograft tumor model)[1]
Dosage:2 mg/kg
Administration:IP, once (Pharmacokinetic Analysis)
Result:Showed the highest distribution to the liver and spleen (25.5-fold and 9.74-fold AUC ratio, respectively) with significantly higher T1/2. may not be accumulated even in the highly distributed tissues after the repeated administration of steppogenin.
[target]

Tyrosinase
[References]

[1] Cha S, et al. Steppogenin suppresses tumor growth and sprouting angiogenesis through inhibition of HIF-1α in tumors and DLL4 activity in the endothelium. Phytomedicine. 2023 Jan;108:154513. DOI:10.1016/j.phymed.2022.154513
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