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Product Name: Gentianine
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: GENTIANINE
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Henan Tianfu Chemical Co., Ltd.
China
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439-89-4

439-89-4 structure

439-89-4 structure

Name: Gentianine
Chemical Name: gentianine
CAS Number: 439-89-4
Molecular Formula: C₁₀H₉NO₂
Molecular Weight: 175.184
Catalog: Biochemical Plant extracts
Create Date: 2018-06-28 19:31:24
Modify Date: 2024-01-02 18:15:32
Gentianine, an active metabolite of Swertiamarin, has anti-diabetic effect and anti-inflammatory property[1][2].

Name	gentianine
Synonyms	4-(2-hydroxyethyl)-5-vinylnicotinic acid δ-lactone 4-<2-Hydroxyaethyl>-5-vinyl-3-pyridin-carboxylic acid lacton 1H-Pyrano[3,4-c]pyridin-1-one, 5-ethenyl-3,4-dihydro- 5-VINYLPYRROLIDONE 4-(2-Hydroxyethyl)-5-vinylnicotinic lactone 5-Ethenyl-3,4-dihydro-1H-pyrano(3,4-c)pyridin-1-one Gentianine 4-(2-Hydroxyethyl)-5-vinylnicotinic Acid d-Lactone 5-vinylpyrrolidinone 1H-Pyrano(3,4-c)pyridin-1-one, 3,4-dihydro-5-vinyl- 2-Pyrrolidinone,5-ethenyl Erythricine 5-vinyl-pyrrolidin-2-one UNII-C2PD310UXB 5-ethenyl-3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one 5-Vinyl-3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one

Description	Gentianine, an active metabolite of Swertiamarin, has anti-diabetic effect and anti-inflammatory property[1][2].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease
References	[1]. Vaidya H, et al. Anti-diabetic activity of swertiamarin is due to an active metabolite, gentianine, that upregulates PPAR-γ gene expression in 3T3-L1 cells. Phytother Res. 2013 Apr;27(4):624-7. [2]. Wenjin C, et al. Protective Effect of Gentianine, a compound from Du Huo Ji Sheng Tang, against Freund's Complete Adjuvant-Induced Arthritis in Rats. Inflammation. 2017 Aug;40(4):1401-1408.

Density	1.2±0.1 g/cm3
Boiling Point	386.5±42.0 °C at 760 mmHg
Melting Point	84-86ºC
Molecular Formula	C₁₀H₉NO₂
Molecular Weight	175.184
Flash Point	187.6±27.9 °C
Exact Mass	175.063324
PSA	39.19000
LogP	1.73
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.604

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ1374500

CHEMICAL NAME :: 1H-Pyrano(3,4-c)pyridin-1-one, 3,4-dihydro-5-vinyl-

CAS REGISTRY NUMBER :: 439-89-4

BEILSTEIN REFERENCE NO. :: 0137011

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C10-H9-N-O2

MOLECULAR WEIGHT :: 175.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 276 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 63,1341,1974

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 7,1,1983

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 25,258,1974

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: PAHEAA Pharmaceutica Acta Helvetiae. (Schweizerische Apothekerzeitung, Postfach 3006, CH3000 Bern, 7, Switzerland) V.1- 1926- Volume(issue)/page/year: 26,333,1951

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: PAHEAA Pharmaceutica Acta Helvetiae. (Schweizerische Apothekerzeitung, Postfach 3006, CH3000 Bern, 7, Switzerland) V.1- 1926- Volume(issue)/page/year: 26,333,1951

Hazard Codes	Xi

Precursor 3
50-00-0 57110-41-5 57110-40-4
DownStream 0