3,3a,4,5,6,6a,9a,9b-octahydro-6,9a-dimethyl-3-methyleneazuleno(4,5b)furan-2,9-dione

CAS: 509-93-3 C15 H18 O3 MW: 246.30606000

Identification

Nameambrosin
IUPAC(3aS,6S,6aR,9aR,9bR)-6,9a-dimethyl-3-methylidene-3a,4,5,6,6a,9b-hexahydroazuleno[8,7-b]furan-2,9-dione
CAS Number509-93-3
FDA UNII6XI048644B
Molecular FormulaC15 H18 O3
Molecular Weight246.30606000
Nikkaji NumberJ10.275J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 146.00 °C. @ 760.00 mm Hg
Boiling Point 418.00 to 419.00 °C. @ 760.00 mm Hg (est), 146.00 °C. @ 760.00 mm Hg
Flash Point 369.00 °F. TCC ( 187.30 °C. ) (est)
logP (o/w) 1.030
Soluble in water, 3271 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
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 ambrosin usage levels up tonot for fragrance use.
Recommendation for ambrosin flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

ambrosia psilostachya

Synonyms

10aH- ambrosa-2,11(13)-dien-12-oic acid, 6β-hydroxy-4-oxo-, g-lactone azuleno[4,5-b]furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6,9a-dimethyl-3-methylene-, (3aS,6S,6aR,9aR,9bR)- azuleno[4,5-b]furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6,9a-dimethyl-3-methylene-, (3aS,6S,6aR,9aR)- (3aS,6S,6aR,9aR,9bR)-6,9a- dimethyl-3-methylene-3,3a,4,5,6,6a-hexahydroazuleno[4,5-b]furan-2,9(9aH,9bH)-dione (3aS,6S,6aR,9aR,9bR)-6,9a- dimethyl-3-methylidene-3,3a,4,5,6,6a,9a,9b-octahydroazuleno[4,5-b]furan-2,9-dione (3aS,6S,6aR,9aR,9bR)-6,9a- dimethyl-3-methylidene-3a,4,5,6,6a,9b-hexahydroazuleno[8,7-b]furan-2,9-dione 6b- hydroxy-4-oxo-10aH-ambrosa-2,11(13)-dien-12-oic acid g-lactone 3,3a,4,5,6,6a,9a,9b- octahydro-6,9a-dimethyl-3-methylene azuleno(4,5b)furan-2,9-dione 3,3a,4,5,6,6a,9a,9b- octahydro-6,9a-dimethyl-3-methyleneazuleno(4,5b)furan-2,9-dione PubMed: Anti-cancer stem cell activity of a sesquiterpene lactone isolated from Ambrosia arborescens and of a synthetic derivative. PubMed: Potassium increases the antitumor effects of ascorbic acid in breast cancer cell lines in vitro. PubMed: Cytotoxicity of 35 medicinal plants from Sudan towards sensitive and multidrug-resistant cancer cells. PubMed: Astrocytes produce dendritic cell-attracting chemokines in vitro and in multiple sclerosis lesions. PubMed: Chemokines and glial cells: a complex network in the central nervous system. PubMed: Cell cycle regulation by p38 MAP kinases. PubMed: Cytotoxic sesquiterpene lactones mediate their death-inducing effect in leukemia T cells by triggering apoptosis. PubMed: Cyclic GMP inhibition of metabotropic glutamate receptor-induced phosphoinositide hydrolysis in mesencephalic neurons. PubMed: Synthesis and cytotoxicity of water-soluble ambrosin prodrug candidates. PubMed: The effect of Ambrosia maritima (Damsissa) on the viability of Lymnaea cailliaudi; an experimental study. PubMed: pH-dependent lipid packing, membrane permeability and fusion in phosphatidylcholine vesicles. PubMed: Toxicity and mutagenicity of the molluscicidal plant Ambrosia maritima L. PubMed: Activation of latent K+ uniport in mitochondria treated with the ionophore A23187. PubMed: Ambrosia maritima a larvicide and pupacide for Anopheles pharoensis ambrosin as an effective insecticide. I. Laboratory experimentation. PubMed: The molluscicidal properties of Ambrosia maritima L. (compositae). 1. Design for a molluscicide field trial. PubMed: [Parthenium hysterophorus allergy. A weed problem in India (author's transl)]. PubMed: Contact hypersensitivity to sesquiterpene lactones in Chyrsanthemum dermatitis. PubMed: The molluscicidal properties of natural products from Ambrosia maritima. PubMed: Ambrosin, tumor inhibitory agent from Hymenoclea salsola (Asteraceae). PubMed: The chemistry of Ambrosia maritima L. II. Hydrogenation, oxidation, and dehydrogenation of ambrosin and damsin. PubMed: The chemistry of Ambrosia maritima L. I. The isolation and preliminary characterization of ambrosin and damsin.