|
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | beige crystalline solid (est) |
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 95.00 °C. @ 760.00 mm Hg
|
| Boiling Point: | 519.80 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 515.00 °F. TCC ( 268.10 °C. ) (est)
|
| logP (o/w): | 1.280 |
| Soluble in: |
| | water, 2136 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intravenous-guinea pig LDLo 50 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 68, Pg. 123, 1940.
intravenous-hamster LD50 67500 ug/kg
LIVER: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
intravenous-mouse LD50 85 mg/kg
LIVER: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
intraperitoneal-rat LD50 78 mg/kg
Cancer Research. Vol. 32, Pg. 908, 1972.
intravenous-rat LD50 88 mg/kg
LIVER: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
oral-rat LD50 110 mg/kg
Toxicology and Applied Pharmacology. Vol. 17, Pg. 290, 1970.
parenteral-rat LD50 80 mg/kg
Nature. Vol. 223, Pg. 1269, 1969.
unreported-rat LD50 72 mg/kg
Pharmacological Reviews. Vol. 22, Pg. 429, 1970.
|
| Dermal Toxicity: |
|
Not determined
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for lasiocarpine usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for lasiocarpine flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
European Food Safety Authority (EFSA) reference(s):
|
Dietary exposure assessment to pyrrolizidine alkaloids in the European population
View page or View pdf
|
| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| Carcinogenic Potency Database:Search |
| EPA GENetic TOXicology:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5281735 |
| National Institute of Allergy and Infectious Diseases:Data |
| [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate |
| Chemidplus:0000303344 |
| EPA/NOAA CAMEO:hazardous materials |
References:
| | [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5281735 |
| Pubchem (sid): | 134973441 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 7- | angelyl europine | | 7- | angelyleuropine | | (7alpha- | angelyloxy-5,6,7,8alpha-tetrahydro-3H-pyrrolizin-1-yl)methyl-2,3-dihydroxy-2-(1'-methoxyethyl)-3-methylbutyrate | | 2- | butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3 | | | europine 7-angelate | | | heliotridine ester with lasiocarpum and angelic acid | | 2,3,5,7alphabeta-Tetrahydro-1- | hydroxy-1H-pyrrolizine-7-methanol-1-angelate-7-(2,3-dihydroxy-2(1-methoxyethyl))-3-methyl-butyrate | | (-)- | lasiocarpine | | [(7S,8R)-7-[(Z)-2- | methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate | | (Z)-2- | methylcrotonic acid, 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutyrate (ester) |
Articles:
| PubMed:Identification of a New Reactive Metabolite of Pyrrolizidine Alkaloid Retrorsine: (3H-Pyrrolizin-7-yl)methanol. |
| PubMed:Pyrrolizidine alkaloid-derived DNA adducts as a common biological biomarker of pyrrolizidine alkaloid-induced tumorigenicity. |
| PubMed:Metabolism, genotoxicity, and carcinogenicity of comfrey. |
| PubMed:Determination of pyrrolizidine alkaloids in comfrey by liquid chromatography-electrospray ionization mass spectrometry. |
| PubMed:Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, heliotrine. |
| PubMed:Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, lasiocarpine. |
| PubMed:Evaporative light scattering detection of pyrrolizidine alkaloids. |
| PubMed:Toxicity of dietary Heliotropium circinatum to rats. |
| PubMed:Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid. |
| PubMed:Toxicity of dietary Heliotropium dolosum seed to mice. |
| PubMed:The efficacy and safety of comfrey. |
| PubMed:Transplantation of normal hepatocytes modulates the development of chronic liver lesions induced by a pyrrolizidine alkaloid, lasiocarpine. |
| PubMed:Detection of sulphur-conjugated pyrrolic metabolites in blood and fresh or fixed liver tissue from rats given a variety of toxic pyrrolizidine alkaloids. |
| PubMed:Alterations of pancreatic hepatocytes in rats exposed to carcinogens. |
| PubMed:Model systems for detecting the hepatic toxicity of pyrrolizidine alkaloids and pyrrolizidine alkaloid N-oxides. |
| PubMed:Pyrrolizidine alkaloids from Heliotropium rotundifolium. |
| PubMed:The fetal blood erythrocyte micronucleus assay: classification of RNA-positive erythrocytes into two age populations by RNA aggregation state. |
| PubMed:Statistical analysis of a carcinogen mixture experiment. I. Liver carcinogens. |
| PubMed:Human liver debrisoquine 4-hydroxylase: test for specificity toward various monooxygenase substrates and model of the active site. |
| PubMed:Initiation and selection of resistant hepatocyte nodules in rats given the pyrrolizidine alkaloids lasiocarpine and senecionine. |
| PubMed:Substrate specificity of human liver cytochrome P-450 debrisoquine 4-hydroxylase probed using immunochemical inhibition and chemical modeling. |
| PubMed:Chemical mutagenesis testing in Drosophila. IV. Results of 45 coded compounds tested for the National Toxicology Program. |
| PubMed:Poisonous plants contaminating edible ones and toxic substances in plant foods. Part 3. Pyrrolizidine alkaloids from Heliotropium digynum Forssk. (= H. luteum, Poir.). |
| PubMed:Assay for gene mutation in a human lymphoblast line, AHH-1, competent for xenobiotic metabolism. |
| PubMed:Peroxisome-associated enzymes and serum lipids in tumour-bearing rats treated with peroxisome-proliferating agents. |
| PubMed:Influences of various xenobiotic inducers on cytocidal toxicity of lasiocarpine and senecionine in primary cultures of rat hepatocytes. |
| PubMed:Mutagenic effects of aqueous extracts of Symphytum officinale L. and of its alkaloidal fractions. |
| PubMed:Effect of calorie restriction on the fate of hyperplastic liver nodules induced by concurrent administration of lasiocarpine and thioacetamide. |
| PubMed:[Electrolyte effect on heliotrine and lasiocarpine extraction with organic solvents]. |
| PubMed:Rapid hepatoma induction in rats by dipentylnitrosamine and its modification by other carcinogens. |
| PubMed:Chromosomal aberrations and mutation in cultured mammalian cells induced by pyrrolizidine alkaloids. |
| PubMed:Mutagenicity of pyrrolizidine alkaloids in the Salmonella/mammalian-microsome test. |
| PubMed:Poisoning of chickens and ducks by pyrrolizidine alkaloids of Heliotropium europaeum. |
| PubMed:[Reactions for the detection of heliotrin and lasiocarpine in toxicological chemical studies]. |
| PubMed:Malignant neoplasms in rats fed lasiocarpine. |
| PubMed:Bioassay of lasiocarpine for possible carcinogenicity. |
| PubMed:Rapid development of hyperplastic nodules and cirrhosis in the liver of rats treated concurrently with thioacetamide and the pyrrolizidine alkaloid lasiocarpine. |
| PubMed:Lasiocarpine. |
| PubMed:Experimental acute gastrointestinal disease caused by the pyrrolizidine alkaloid, lasiocarpine. |
| PubMed:Localization in the cell cycle of the antimitotic action of the pyrrolizidine alkaloid, lasiocarpine and of its metabolite, dehydroheliotridine. |
| PubMed:Decreased synthesis of hepatic satellite DNA in pyrrolizidine alkaloidosis of the sheep. |
| PubMed:Spongy degeneration in the central nervous system of domestic animals. Part III: Occurrence and pathogenesis hepatocerebral disease caused by hyperammonaemia. |
| PubMed:Spongy degeneration in the central nervous system of domestic animals. Part II: Chemical analysis and vascular permeability studies. |
| PubMed:Dissociation of ribosomes produced by dimethylnitrosamine and lasiocarpine in mouse liver. |
| PubMed:Malignant tumors in rats given lasiocarpine. |
| PubMed:Induction of morphological changes in human embryo liver cells by the pyrrolizidine alkaloid lasiocarpine. |
| PubMed:The effects of lasiocarpine, retrorsine and retronecine pyrrole on human embryo lung and liver cells in culture. |
| PubMed:Different effects of pretreatment with 2-diethylaminoethyl-2,2-diphenylvalerate on the mouse liver polysomal disaggregation by dimethylnitrosamine and lasiocarpine. |
| PubMed:Effect of lasiocarpine on aflatoxin B 1 carcinogenicity in rat liver. |
| PubMed:Hepatic megalocytosis in chronic lasiocarpine poisoning. Some functional studies. |
| PubMed:Effects of ethanol on mouse liver polysomal disaggregation by dimethylnitrosamine and lasiocarpine. |
| PubMed:Effects of lasiocarpine on protein synthesis in rat liver. |
| PubMed:Pyrrolizidine alkaloids: actions on muscarinic receptors in the guinea-pig ileum. |
| PubMed:Lasiocarpine: factors influencing its toxicity and effects on liver cell division. |
| PubMed:Lytic necrosis resembling peliosis hepatis produced by lasiocarpine in the mouse liver. A light and electron microscopic study. |
| PubMed:[Persisting extranucleolar RNA synthesis in the liver of rats treated with lasiocarpine. A high resolution autoradiographic study]. |
| PubMed:Effect of lasiocarpine on transcription in liver cells. |
| PubMed:Polyribosome disaggregation in rat liver by lasiocarpine. |
| PubMed:[Induction by aflatoxin and lasiocarpine of perichromatin grain clusters in rat liver]. |
| PubMed:The influence of a low lipotrope diet on response of maternal and fetal rats to lasiocarpine. |
| PubMed:Inhibition by lasiocarpine of RNA synthesis, RNA polymerase and induction of tryptophan pyrrolase activity. |
| PubMed:Delayed hepatitis and cirrhosis in weanling rats following a single small dose of the senecio alkaloid, lasiocarpine. |
| PubMed:EFFECTS OF THE PYRROLIZIDINE ALKALOID, LASIOCARPINE N-OXIDE, ON NUCLEAR AND CELL DIVISION IN THE LIVER RATS. |
| PubMed:The chronic pathological effects on the liver of the rat of the pyrrolizidine alkaloids heliotrine, lasiocarpine, and their N-oxides. |
| PubMed:Some pharmacological actions of supinine and lasiocarpine. |
| PubMed:Liver lesions in young rats suckled by mothers treated with the pyrrolizidine (Senecio) alkaloids, lasiocarpine and retrorsine. |
| PubMed:The acute toxic effects of heliotrine and lasiocarpine, and their N-oxides, on the rat. |
|
3D/inchi