sanguinarine

[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-

CAS: 2447-54-3 C20 H14 N O4 MW: 332.33538000

Identification

Namesanguinarine
CAS Number2447-54-3
FDA UNIIAV9VK043SS
Molecular FormulaC20 H14 N O4
Molecular Weight332.33538000
MDL NumberMFCD00064925
Nikkaji NumberJ7.576K
Beilstein3915507

Regulatory

Physical Properties

Appearance yellow-brown powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 266.00 °C. @ 760.00 mm Hg
Flash Point 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w) -0.653 (est)
Soluble in water, 3.316 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 18 mg/kg
Dermal Toxicitysubcutaneous-cat LD50 120 mg/kg
Inhalation Toxicityinhalation-rat LC50 2200000 mg/m3

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for sanguinarine usage levels up tonot for fragrance use.
Recommendation for sanguinarine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

argemone mexicana poppy opium poppy sanguinaria canadensis

Synonyms

(1,3)- benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl- [1,3] benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl- dimethylenedioxy benzphenanthridine 13- methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium 13- methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium 13- methyl[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium sanguinarin sanguiritrin sangvinarin veadent viadent PubMed: Identification of sanguinarine metabolites in pig liver preparations by accurate mass measurements using electrospray ionization hybrid ion trap/time-of-flight mass spectrometry. PubMed: Inhibitory effects of sanguinarine on human liver cytochrome P450 enzymes. PubMed: Sanguinarine suppresses prostate tumor growth and inhibits survivin expression. PubMed: [Testing of the potentially probiotic lactobacilli for use in food supplements]. PubMed: Phenotype of hepatic xenobiotic metabolizing enzymes and CYP450 isoforms of sanguinarine treated rats: effect of P450 inducers on its toxicity. PubMed: Effect of argemone oil and argemone alkaloid, sanguinarine on Sertoli-germ cell coculture. PubMed: Investigation of sanguinarine and chelerythrine effects on CYP1A1 expression and activity in human hepatoma cells. PubMed: In vivo DNA damaging potential of sanguinarine alkaloid, isolated from argemone oil, using alkaline Comet assay in mice. PubMed: Quaternary benzo[c]phenathridine alkaloids sanguinarine and chelerythrine do not affect transcriptional activity of aryl hydrocarbon receptor: analyses in rat hepatoma cell line H4IIE.luc. PubMed: Effect of sanguinarine on the transport of essential nutrients in an everted gut sac model: role of Na+,K(+)-ATPase. PubMed: Sanguinarine and chelerythrine: assessment of safety on pigs in ninety days feeding experiment. PubMed: Outbreak of epidemic dropsy in Ethiopia: the clinical and therapeutic observation. PubMed: Identification of new inhibitors for human hematopoietic prostaglandin D2 synthase among FDA-approved drugs and other compounds. PubMed: Skin tumor promotion by argemone oil/alkaloid in mice: evidence for enhanced cell proliferation, ornithine decarboxylase, cyclooxygenase-2 and activation of MAPK/NF-kappaB pathway. PubMed: The plant alkaloid sanguinarine is a potential inhibitor of follicular angiogenesis. PubMed: Biometabolic elimination and organ retention profile of argemone alkaloid, sanguinarine, in rats and guinea pigs. PubMed: Laboratory investigation of epidemic dropsy in Addis Ababa, Ethiopia. PubMed: Outbreak investigation of epidemic dropsy in Addis Ababa, Ethiopia:. PubMed: Interaction of sanguinarine alkaloid, isolated from argemone oil, with hepatic cytochrome p450 in rats. PubMed: Removal of sanguinarine from edible oils contaminated with argemone oil. PubMed: Sanguinarine in the blood and urine of cases of epidemic dropsy. PubMed: Protective effect of topical application of α-tocopherol and/or N-acetyl cysteine on argemone oil/alkaloid-induced skin tumorigenesis in mice. PubMed: Epidemic dropsy: case report and the morphologic features in a patient who died at Tikur Anbessa Specialized Hospital. PubMed: Special issue on epidemic dropsy. PubMed: Integration of transcriptome, proteome and metabolism data reveals the alkaloids biosynthesis in Macleaya cordata and Macleaya microcarpa. PubMed: Food contamination. PubMed: Clinicoepidemiological, toxicological, and safety evaluation studies on argemone oil. PubMed: In vitro growth-inhibitory effect of plant-derived extracts and compounds against Paenibacillus larvae and their acute oral toxicity to adult honey bees. PubMed: Regulation of survival, proliferation, invasion, angiogenesis, and metastasis of tumor cells through modulation of inflammatory pathways by nutraceuticals. PubMed: Epidemic dropsy in India. PubMed: Natural feed additive of Macleaya cordata: safety assessment in rats a 90-day feeding experiment. PubMed: Epidemic dropsy in Andhra Pradesh due to contaminated ghee. PubMed: Epidemic dropsy in Trans Yamuma areas of Delhi and U.P. PubMed: Safety evaluation studies on argemone oil through dietary exposure for 90days in rats. PubMed: Epidemic dropsy in New Delhi. PubMed: Argemone oil poisoning. PubMed: Variability in the yield of benzophenanthridine alkaloids in wildcrafted vs cultivated bloodroot (Sanguinaria canadensis L.). PubMed: An out-break of epidemic dropsy in the Barabanki District of Uttar Pradesh, India: a limited trial for the scope of antioxidants in the management of symptoms. PubMed: Epidemic dropsy in the eastern region of Nepal. PubMed: Argemone oil induced cellular damage in the reproductive tissues of transgenic Drosophila melanogaster: protective role of 70 kDa heat shock protein. PubMed: The octadecanoic pathway: signal molecules for the regulation of secondary pathways. PubMed: Sodium retention from mouthwashes. PubMed: [Plaque and plaque control]. PubMed: Epidemic dropsy: observations on pathophysiology and clinical features during the Delhi epidemic of 1998. PubMed: Argemone mexicana and epidemic dropsy: phytopharmacology and putative sequelae and therapy. PubMed: Epidemic dropsy: atypical presentation. PubMed: The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study.