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Mahanimbine

Names

[ CAS No. ]:
21104-28-9

[ Name ]:
Mahanimbine

[Synonym ]:
Mahanimbine
dl-mahanimbine
(+-)-Mahanimbin
Pyrano(3,2-a)carbazole,3,11-dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)-,(+)
Dihydromahanimbin
(+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-penten-1-yl)pyrano[3,2-a]carbazole,Mahanimbin
3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazole
3,5-dimethyl-3-(4-methyl-pent-3-enyl)-3,11-dihydro-pyrano[3,2-a]carbazole
(+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)pyrano[3,2-a]carbazole
Rel-(+)-Mahanimbine
dehydroxy-mahanine

Biological Activity

[Description]:

Mahanimbine is an orally active alkaloid from curry leaves. Mahanimbine inhibits progression of high-fat diet (HFD)-induced metabolic complications in mice[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology
Research Areas >> Metabolic Disease

[In Vivo]

Mahanimbine (2-4 mg/kg; p.o.; daily for 12 weeks) prevents HFD-induced weight gain in mice (male and female)[1]. Mahanimbine prevented HFD-induced hyperlipidemia and fat accumulation in adipose tissue and liver along with the restricted progression of systemic inflammation and oxidative stress[1]. Mahanimbine treatment improves glucose clearance and upregulates the expression of insulin responsive genes in liver and adipose tissue[1]. Animal Model: Swiss albino mice (7-8 weeks old, both sex)[1] Dosage: HFD+LD (2 mg/kg of body weight of mahanimbine), HFD+HD (4 mg/kg of body weight of mahanimbine); Administration: Oral suspension; daily for 12 weeks Result: Male HFD+LD and HFD+HD groups showed 51.70±6 3.59% and 47.37±3.73% weight gain, respectively, as compared with 71.02±6 6.04% in HFD fed mice whereas female HFD+LD and HFD+HD groups showed 24.31±1.68% and 25.10±2.61% weight gain as compared with HFD group with 36.69±3.60% of weight gain.

[References]

[1]. Jagtap S, et al. Effect of mahanimbine, an alkaloid from curry leaves, on high-fat diet-induced adiposity, insulin resistance, and inflammatory alterations. Biofactors. 2017 Mar;43(2):220-231.

Chemical & Physical Properties

[ Density]:
1.109g/cm3

[ Boiling Point ]:
502.6ºC at 760 mmHg

[ Molecular Formula ]:
C23H25NO

[ Molecular Weight ]:
331.45100

[ Flash Point ]:
178.3℃

[ Exact Mass ]:
331.19400

[ PSA ]:
25.02000

[ LogP ]:
6.54020

[ Vapour Pressure ]:
9.76E-10mmHg at 25°C

[ Index of Refraction ]:
1.634

[ Storage condition ]:
2-8℃

MSDS

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Safety Information

[ Hazard Statements ]:
H413

[ Risk Phrases ]:
53

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds