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

CAS: 2492-09-3 C18 H27 N O5 MW: 337.41619000

Identification

Namesarracine
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 Number2492-09-3
FDA UNIISearch
Molecular FormulaC18 H27 N O5
Molecular Weight337.41619000
Nikkaji NumberJ846.807I

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 Toxicityintraperitoneal-rat LD50 218 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

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

Safety in Use

Categorynatural substances and extractives
Recommendation for sarracine usage levels up tonot for fragrance use.
Recommendation for sarracine flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

found in nature

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].