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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Soluble in: |
| | water, 2.878e+005 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intravenous-mouse LD50 77 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Journal of Pharmacology and Experimental Therapeutics. Vol. 75, Pg. 69, 1942.
unreported-rat LD50 60 mg/kg
Cancer Research. Vol. 28, Pg. 2237, 1968.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for jacobine usage levels up to: | | | not for fragrance use.
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| Recommendation for jacobine flavor usage levels up to: |
| | not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
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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 |
| EPA GENetic TOXicology:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :442741 |
| National Institute of Allergy and Infectious Diseases:Data |
| (15S,20S)-12-hydroxy-15,20-dihydro-15,20-epoxysenecionan-11,16-dione |
| Chemidplus:0006870673 |
References:
| | (15S,20S)-12-hydroxy-15,20-dihydro-15,20-epoxysenecionan-11,16-dione |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 442741 |
| Pubchem (sid): | 134986638 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (15alpha,20R)15,20- | epoxy-15,20-dihydro-12-hydroxy-senecionan-11,16-dione | | (15alpha,20R)15,20- | epoxy-15,20-dihydro-12-hydroxysenecionan-11,16-dione | | (15S,20S)-12- | hydroxy-15,20-dihydro-15,20-epoxysenecionan-11,16-dione | | | senecionan-11,16-dione, 15,20-epoxy-15,20-dihydro-12-hydroxy-, (15-alpha,20S)- (9CI) | | | spiro[1,6-dioxacyclododecino[2,3,4-gh]pyrrolizine-3(2H),2'-oxirane]-2,7(4H)-dione, 5,6,9,11,13,14,14a,14b-octahydro-6-hydroxy-3',5,6-trimethyl-, (3S,3'S,5R,6R,1 |
Articles:
| PubMed:Quantification of the Pyrrolizidine Alkaloid Jacobine in Crassocephalum crepidioides by Cation Exchange High-Performance Liquid Chromatography. |
| PubMed:The effect of structurally related metabolites on insect herbivores: A case study on pyrrolizidine alkaloids and western flower thrips. |
| PubMed:Are effects of common ragwort in the Ames test caused by pyrrolizidine alkaloids? |
| PubMed:Testing the generalist-specialist dilemma: the role of pyrrolizidine alkaloids in resistance to invertebrate herbivores in Jacobaea species. |
| PubMed:Toxicity of pyrrolizidine alkaloids to Spodoptera exigua using insect cell lines and injection bioassays. |
| PubMed:Development and validation of a rapid multiplex ELISA for pyrrolizidine alkaloids and their N-oxides in honey and feed. |
| PubMed:Pyrrolizidine alkaloid composition influences cinnabar moth oviposition preferences in Jacobaea hybrids. |
| PubMed:Effects of root herbivory on pyrrolizidine alkaloid content and aboveground plant-herbivore-parasitoid interactions in Jacobaea vulgaris. |
| PubMed:Tandem chain extension-Mannich reaction: an approach to β-proline derivatives. |
| PubMed:Malaria-infected mice live until at least day 30 after a new artemisinin-derived thioacetal thiocarbonate combined with mefloquine are administered together in a single, low, oral dose. |
| PubMed:Differential tissue distribution of metabolites in Jacobaea vulgaris, Jacobaea aquatica and their crosses. |
| PubMed:The relationship between structurally different pyrrolizidine alkaloids and western flower thrips resistance in F(2) hybrids of Jacobaea vulgaris and Jacobaea aquatica. |
| PubMed:Three-component, one-flask synthesis of rhodanines (thiazolidinones). |
| PubMed:[Pyrrolizidine alkaloids of Senecio cannabifolius var. integrilifolius]. |
| PubMed:The genotype dependent presence of pyrrolizidine alkaloids as tertiary amine in Jacobaea vulgaris. |
| PubMed:Pyrrolizidine alkaloids in honey: comparison of analytical methods. |
| PubMed:NMR metabolomics of thrips (Frankliniella occidentalis) resistance in Senecio hybrids. |
| PubMed:Formation of gamma-lactones through CAN-mediated oxidative cleavage of hemiketals. |
| PubMed:Identification of five hepatotoxic pyrrolizidine alkaloids in a commonly used traditional Chinese medicinal herb, Herba Senecionis scandentis (Qianliguang). |
| PubMed:Pyrrolizidine alkaloid profiles of the Senecio cineraria group (Asteraceae). |
| PubMed:Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update. |
| PubMed:Pyrrolizidine alkaloid level in Senecio bicolor (Wilid.) Tod, ssp. cineraria (DC.) from middle Europe. |
| PubMed:Variation in pyrrolizidine alkaloid patterns of Senecio jacobaea. |
| PubMed:Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid. |
| PubMed:Alkaloids from Senecio aquaticus. |
| PubMed:Determination of pyrrolizidine alkaloids in honey from selected sites by solid phase extraction and HPLC-MS. |
| PubMed:Major factors for the susceptibility of guinea pig to the pyrrolizidine alkaloid jacobine. |
| PubMed:Hydrolysis rates of pyrrolizidine alkaloids derived from Senecio jacobaea. |
| PubMed:Glutathione conjugation with the pyrrolizidine alkaloid, jacobine. |
| PubMed:Effects of antibacterial agents on in vitro ovine ruminal biotransformation of the hepatotoxic pyrrolizidine alkaloid jacobine. |
| PubMed:Microsomal metabolism of pyrrolizidine alkaloids from Senecio jacobaea. Isolation and quantification of 6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine and N-oxides by high performance liquid chromatography. |
| PubMed:Genotoxicity of the pyrrolizidine alkaloid jacobine in rats. |
| PubMed:Genotoxicity of a variety of pyrrolizidine alkaloids in the hepatocyte primary culture-DNA repair test using rat, mouse, and hamster hepatocytes. |
| PubMed:Mutagenic responses of tansy ragwort (Senecio jacobaea) plant, pyrrolizidine alkaloids and metabolites in goat milk with the Salmonella/mammalian-microsome mutagenicity test. |
| PubMed:Induction of endogenous avian tumor virus gene expression by pyrrolizidine alkaloids. |
| PubMed:Pyrrolizidine alkaloid-induced alterations in benzo[alpha]pyrene metabolism and binding of benzo[alpha]pyrene metabolites to deoxyribonucleic acid. |
| PubMed:Comparison of the toxicities of Senecio jacobaea, Senecio vulgaris and Senecio glabellus in rats. |
| PubMed:Effect of dietary Senecio jacobaea and injected Senecio alkaloids and monocrotaline on guinea pigs. |
| PubMed:Comparative effects of the pyrrolizidine alkaloids jacobine and monocrotaline on hepatic drug metabolising enzymes in the rat. |
| PubMed:Nicotinic acid metabolism enzymic preparation and absolute configuration of the substrate for 2,3-dimethylmalate lyase. |
| PubMed:Pyrrolizidine alkaloids: their occurrence in honey from tansy ragwort (Senecio jacobaea L.) |
| PubMed:Jacobine. |
| PubMed:Senecionine, Seneciphylline, Jacobine and Otosenine from Senecio cineraria. |
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3D/inchi