CAS 99624-27-8|Kazinol B

Introduction:Basic information about CAS 99624-27-8|Kazinol B, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameKazinol B
CAS Number99624-27-8Molecular Weight392.487
Density1.2±0.1 g/cm3Boiling Point556.6±50.0 °C at 760 mmHg
Molecular FormulaC25H28O4Melting Point/
MSDS/Flash Point290.4±30.1 °C

Names

NameKazinol B
SynonymMore Synonyms

Kazinol B BiologicalActivity

DescriptionKazinol B, a prenylated flavan with a dimethyl pyrane ring, is an inhibitor of nitric oxide (NO) production. Kazinol B improves insulin sensitivity by enhancing glucose uptake via the insulin-Akt signaling pathway and AMPK activation. Kazinol B has the potential for diabetes mellitus research[1][2].
Related CatalogSignaling Pathways >>Epigenetics >>AMPKSignaling Pathways >>Immunology/Inflammation >>NO SynthaseSignaling Pathways >>PI3K/Akt/mTOR >>AktSignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic Disease
Target

Akt

AMPK

In VitroKazinol B (2, 10 and 20 μM; 72 hours) shows no toxicity to adipocytes in 3T3-L1 cells[1]. Kazinol B (2-20 μM; 72 hours) dose-dependently increases lipid accumulation by 2.4-fold (at 20 μM) treatment as compared with MDI-treated cells[1]. Kazinol B (2-20 μM; 5 days) dose-dependently increases PPARγ and C/EBPα protein and mRNA levels in MDI-treated 3T3-L1 adipocytes. Kazinol B increases the mRNA level of adiponectin in a dose-dependent manner[1]. Kazinol B (2-20 μM; 24 hours) increases the retained 2ʹNBDG-fluorescence in cells in a dose-dependent manner in differentiated 3T3-L1 adipocytes and C2C12 myoblasts. Kazinol B dependently increases the MDI-stimulated GLUT4 mRNA level up to 4.7-fold as compared with MDI-only treated cells[1]. Kazinol B (10-20 μM; pre-treated for 1 h followed by 1 h insulin) dose-dependently increases insulin-dependent Akt phosphorylation. Kazinol B alone strongly induces Akt phosphorylation compared with untreated cells. Kazinol B also increased insulin-stimulated AMPK phosphorylation[1]. Kazinol B (6.25, 12.5, 25, 50 μM; 18 hours) dose-dependently reduces amounts of iNOS protein in macrophages (RAW 264.7 cells) activated by LPS (1 ug/mL)[2].
References

[1]. Hyejin Lee, et al. Kazinol B from Broussonetia kazinoki improves insulin sensitivity via Akt and AMPK activation in 3T3-L1 adipocytes. Fitoterapia. 2016 Jul;112:90-6.

[2]. Jae-Ha Ryu, et al. Fitoterapia. 2003 Jun;74(4):350-4.Inhibition of nitric oxide production on LPS-activated macrophages by kazinol B from Broussonetia kazinoki.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point556.6±50.0 °C at 760 mmHg
Molecular FormulaC25H28O4
Molecular Weight392.487
Flash Point290.4±30.1 °C
Exact Mass392.198761
PSA58.92000
LogP6.77
Vapour Pressure0.0±1.6 mmHg at 25°C
Index of Refraction1.601
InChIKeyQSCBHDIGHKHWKC-NRFANRHFSA-N
SMILESCC(C)=CCc1c(C2CCc3ccc(O)cc3O2)cc2c(c1O)OC(C)(C)C=C2

Safety Information

Hazard CodesXi

Synonyms

(2S)-2',2'-Dimethyl-7'-(3-methyl-2-buten-1-yl)-3,4-dihydro-2H,2'H-2,6'-bichromene-7,8'-diol
[2,6'-Bi-2H-1-benzopyran]-7,8'-diol, 3,4-dihydro-2',2'-dimethyl-7'-(3-methyl-2-buten-1-yl)-, (2S)-
CAS 376361-96-5|7,4'-Dihydroxy-3'-prenylflavan
CAS 62043-53-2|Onitisin 2'-O-glucoside
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