CAS 1180-71-8|Limonin

Introduction：Basic information about CAS 1180-71-8|Limonin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Limonin BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles31
6. Synonyms

Common Name	Limonin
CAS Number	1180-71-8	Molecular Weight	470.512
Density	1.4±0.1 g/cm3	Boiling Point	668.4±55.0 °C at 760 mmHg
Molecular Formula	C₂₆H₃₀O₈	Melting Point	298ºC
MSDS	ChineseUSA	Flash Point	358.0±31.5 °C

Names

Name	limonin
Synonym	More Synonyms

Limonin BiologicalActivity

Description	Limonin is a triterpenoid enriched in citrus fruits, which has antivirus and antitumor ability.IC50 Value: Target: HIV; anticancerLimonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. Limonin also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity.
Related Catalog	Signaling Pathways >>Anti-infection >>HIVResearch Areas >>InfectionNatural Products >>Terpenoids and Glycosides
References	[1]. Han YL, Yu HL, Li D, et al. Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. Toxicol In Vitro. 2011 Dec;25(8):1828-33. [2]. Kotamballi N. Chidambara Murthy, Jayaprakasha, Vinod Kumar, et al. Citrus Limonin and Its Glucoside Inhibit Colon Adenocarcinoma Cell Proliferation through Apoptosis. J. Agric. Food Chem., 2011, 59 (6):2314-2323. [3]. Mahmoud Zaki El-Readi, Dalia Hamdana, Nawal Farrag, et al. Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. European Journal of Pharmacology. 2010,626 (2-3): 139-145. [4]. Battinelli L, Mengoni F, Lichtner M, et al. Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells. Planta Med. 2003 Oct;69(10):910-3. [5]. Tanaka T, Kohno H, Tsukio Y, et al. Citrus limonoids obacunone and limonin inhibit azoxymethane-induced colon carcinogenesis in rats. Biofactors. 2000;13(1-4):213-8.

Description

Limonin is a triterpenoid enriched in citrus fruits, which has antivirus and antitumor ability.IC50 Value: Target: HIV; anticancerLimonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. Limonin also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity.

Related Catalog

Signaling Pathways >>Anti-infection >>HIVResearch Areas >>InfectionNatural Products >>Terpenoids and Glycosides

References

[1]. Han YL, Yu HL, Li D, et al. Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. Toxicol In Vitro. 2011 Dec;25(8):1828-33.

[2]. Kotamballi N. Chidambara Murthy, Jayaprakasha, Vinod Kumar, et al. Citrus Limonin and Its Glucoside Inhibit Colon Adenocarcinoma Cell Proliferation through Apoptosis. J. Agric. Food Chem., 2011, 59 (6):2314-2323.

[3]. Mahmoud Zaki El-Readi, Dalia Hamdana, Nawal Farrag, et al. Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. European Journal of Pharmacology. 2010,626 (2-3): 139-145.

[4]. Battinelli L, Mengoni F, Lichtner M, et al. Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells. Planta Med. 2003 Oct;69(10):910-3.

[5]. Tanaka T, Kohno H, Tsukio Y, et al. Citrus limonoids obacunone and limonin inhibit azoxymethane-induced colon carcinogenesis in rats. Biofactors. 2000;13(1-4):213-8.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	668.4±55.0 °C at 760 mmHg
Melting Point	298ºC
Molecular Formula	C₂₆H₃₀O₈
Molecular Weight	470.512
Flash Point	358.0±31.5 °C
Exact Mass	470.194061
PSA	104.57000
LogP	1.66
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.602
InChIKey	KBDSLGBFQAGHBE-MSGMIQHVSA-N
SMILES	CC1(C)OC2CC(=O)OCC23C1CC(=O)C1(C)C3CCC2(C)C(c3ccoc3)OC(=O)C3OC321

Safety Information

Hazard Codes	Xn: Harmful;
Risk Phrases	R20/21/22
Safety Phrases	S36
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	RR1122000

Articles31

Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques.

J. Food Sci. 77(9) , C921-6, (2012)

Grapefruits (Citrus paradisi Macfad) contain several phytochemicals known to have health maintaining properties. Due to the consumer's interest in obtaining high levels of these phytochemicals, it is ...

Ethylene degreening modulates health promoting phytochemicals in Rio Red grapefruit.

Food Chem. 188 , 77-83, (2015)

In the current study, we examined the effects of postharvest degreening and storage on phytochemicals in Rio Red grapefruit. Grapefruits were degreened with 3.5 μl/l of ethylene at 21 °C and 80% relat...

Quinine Bitterness and Grapefruit Liking Associate with Allelic Variants in TAS2R31.

Chem. Senses 40 , 437-43, (2015)

Multiple psychophysical gene-association studies suggest a single nucleotide polymorphism (SNP) within the bitter receptor gene TAS2R19 on chromosome 12 may be functional. Previously, the Arg299Cys SN...

Synonyms

Limonoic acid di-δ-lactone

8-(3-Furyl)decahydro-2,2,4a,8a-tetramethyl-11H,13H-oxireno[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]benzopyran-4,6,13(2H,5aH)-trione

(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione

Limonoic acid 3,19:16,17 dilactone

1H,3H-Oxireno[c]pyrano[4'',3'':2',3']furo[3',4':5,6]naphtho[1,2-d]pyran-3,8,10(6H,9aH)-trione, 12-(3-furanyl)decahydro-6,6,8a,12a-tetramethyl-, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-

LiMone

DICTAMNOLACTONE

CITROLIMONIN

Limonin

Evodine

Limonoic Acid Di-d-lactone

LIMONINE

(4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione

EVODIN

OBACULACTONE

(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(3-Furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione

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