sarracine
(1S-(1-alpha(Z),7-alpha(Z)-7a-beta))-2-(hydroxymethyl)-2-butenoic acid (hexahydro-7-((2-methyl-1-oxo-2-butenyl)oxy)-1H-pyrrolizin-1-yl) methyl ester
Identification
| Name | sarracine |
| IUPAC | [(1S,7R,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-(hydroxymethyl)but-2-enoate |
| CAS Number | 2492-09-3 |
| FDA UNII | Search |
| Molecular Formula | C18 H27 N O5 |
| Molecular Weight | 337.41619000 |
| Nikkaji Number | J846.807I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 457.77 °C. @ 760.00 mm Hg (est) |
| Flash Point | 447.00 °F. TCC ( 230.70 °C. ) (est) |
| logP (o/w) | 2.769 (est) |
| Soluble in | water, 825.1 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | intraperitoneal-rat LD50 218 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for sarracine usage levels up to | not for fragrance use. |
| Recommendation for sarracine flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
(1S-(1-alpha(Z),7-alpha(Z)-7a-beta))-2-(
hydroxymethyl)-2-butenoic acid (hexahydro-7-((2-methyl-1-oxo-2-butenyl)oxy)-1H-pyrrolizin-1-yl) methyl ester
[(1S,7R,8R)-7-[(E)-2-
methylbut-2-enoyl]oxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-(hydroxymethyl)but-2-enoate
sarracin
PubMed:
Complete 1H NMR assignments of pyrrolizidine alkaloids and a new eudesmanoid from Senecio polypodioides.
PubMed:
Acquisition, transformation and maintenance of plant pyrrolizidine alkaloids by the polyphagous arctiid Grammia geneura.
PubMed:
Alkaloids from the roots of Senecio macedonicus Griseb.
PubMed:
Pyrrolizidine alkaloids in an overwintering population of monarch butterflies (Danaus plexippus) in California.
PubMed:
[Analysis of sarracine bitartrate, gindarin, solasodine citrate and "Saparal" tablets by titration in nonaqueous media].
PubMed:
Pyrrolizidine alkaloids: actions on muscarinic receptors in the guinea-pig ileum.
PubMed:
[Detection of platyphylline, sarracine and seneciphylline in biological material].
PubMed:
[A method for the determination of sarracine and its relation to pH of the medium and the nature of the organic solvent].
PubMed:
[PLATYPHYLLINE AND SARRACINE AND THEIR RAW SOURCES].