lactucin
azuleno(4,5-b)furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aR-(3aalpha,4beta,9aalpha,9bbeta))-
Identification
| Name | lactucin |
| IUPAC | (3aR,4S,9aS,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione |
| CAS Number | 1891-29-8 |
| FDA UNII | R6E2918904 |
| Molecular Formula | C15 H16 O5 |
| Molecular Weight | 276.28852000 |
| Nikkaji Number | J7.802F |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 575.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 431.00 °F. TCC ( 221.70 °C. ) (est) |
| logP (o/w) | 0.330 (est) |
| Soluble in | water, 7.107e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| 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 lactucin usage levels up to | not for fragrance use. |
| Recommendation for lactucin flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
azuleno(4,5-b)furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aR-(3aalpha,4beta,9aalpha,9bbeta))-
(3aR,4S,9aS,9bR)-4-
hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
lactucine
PubMed:
Chemotaxonomic value of magastigmane glucosides of Cichorium calvum.
PubMed:
Regulation of 3β-hydroxysteroid dehydrogenase and sulphotransferase 2A1 gene expression in primary porcine hepatocytes by selected sex-steroids and plant secondary metabolites from chicory (Cichorium intybus L.) and wormwood (Artemisia sp.).
PubMed:
Regulation of cytochrome P450 mRNA expression in primary porcine hepatocytes by selected secondary plant metabolites from chicory (Cichorium intybus L.).
PubMed:
Reversed-phase ultra-high-performance liquid chromatography coupled to electrospray ionization-quadrupole-time-of-flight mass spectrometry as a powerful tool for metabolic profiling of vegetables: Lactuca sativa as an example of its application.
PubMed:
Terpenoids from Cichorium intybus.
PubMed:
Introducing Cichorium Pumilum as a potential therapeutical agent against drug-induced benign breast tumor in rats.
PubMed:
Complete NMR spectral assignments of two lactucin-type sesquiterpene lactone glycosides from Picris conyzoides.
PubMed:
In vitro analysis of the anthelmintic activity of forage chicory (Cichorium intybus L.) sesquiterpene lactones against a predominantly Haemonchus contortus egg population.
PubMed:
[Comparative studies in content of major active compositions in different parts of Cichorium glandulosum].
PubMed:
11β,13-Dihydro-lactucin-8-O-acetate hemihydrate.
PubMed:
Chemical characterisation of the terpenoid constituents of the Algerian plant Launaea arborescens.
PubMed:
Lignans and sesquiterpenoids from Lactuca sibirica.
PubMed:
Isolation of three sesquiterpene lactones from the roots of Cichorium glandulosum Boiss. et Huet. by high-speed counter-current chromatography.
PubMed:
Triterpenoids and Sesquiterpenes from Mulgedium tataricum.
PubMed:
Analgesic and sedative activities of lactucin and some lactucin-like guaianolides in mice.
PubMed:
Influence of cultivation site on sesquiterpene lactone composition of forage chicory (Cichorium intybus L.).
PubMed:
Two new sesquiterpene lactones from Ixeris chinensis.
PubMed:
Antimalarial activity of lactucin and lactucopicrin: sesquiterpene lactones isolated from Cichorium intybus L.
PubMed:
Root constituents of Cichorium pumilum and rearrangements of some lactucin-like guaianolides.
PubMed:
Chemical stimulants of leaf-trenching by cabbage loopers: natural products, neurotransmitters, insecticides, and drugs.
PubMed:
Cloning and expression of sesquiterpene synthase genes from lettuce (Lactuca sativa L.).
PubMed:
Hypoglycemic effects of lactucin-8-O-methylacrylate of Parmentiera edulis fruit.
PubMed:
Metabolite profiling of sesquiterpene lactones from Lactuca species. Major latex components are novel oxalate and sulfate conjugates of lactucin and its derivatives.
PubMed:
(+)-Germacrene A biosynthesis . The committed step in the biosynthesis of bitter sesquiterpene lactones in chicory
PubMed:
Guaianolides from Lactuca saligna.
PubMed:
[Studies on the photochemical transformation of lactucin].
PubMed:
[Research on the preparation of lactucin and lactucopicrin from Lactuca virosa plants. 15. On the enzymatic and non-enzymatic oxidation of therapeutically active plant substances].