heliangolide

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2-butenoic acid, 2-methyl-, (4R,6R,10Z,11aR)-2,3,3a,4,5,6,7,11a-octahydro-6,10-dimethyl-3-methylene-2,7-dioxo-6,9-epoxycyclodeca[b]furan-4-yl ester, (2Z)-

CAS: 65556-51-6 C20 H22 O6 MW: 358.39054000
All Ingredients Aromatic Ingredients CAS Numbers Found in Nature

Identification

Nameheliangolide
IUPAC(4R,6R,10Z,11aR)-6,10-dimethyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,6,7,11a-octahydro-6,9-epoxycyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate
CAS Number65556-51-6
FDA UNIISearch
Molecular FormulaC20 H22 O6
Molecular Weight358.39054000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 567.00 to 568.00 °C. @ 760.00 mm Hg (est)
Flash Point 481.00 °F. TCC ( 249.40 °C. ) (est)
logP (o/w) 1.570 (est)
Soluble in water, 20.63 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 heliangolide usage levels up tonot for fragrance use.
Recommendation for heliangolide flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

calea lantanoides calea megacephala calea trichomata centaurea sulphurea centaurea tweediei chromolaena glaberrima cronquistia pringlei eremanthus goyazensis eupatorium hualienense eupatorium lindleyanum eupatorium quadrangularae helianthus angustifolius helianthus maximiliani leptocarpha rivularis melampodium camphoratum stevia alpina stevia monardaefolia stevia sanguinea sunflower tithonia rotundifolia vanillosmopsis erythropappa viguiera laciniata viguiera robusta

Synonyms

2- butenoic acid, 2-methyl-, (4R,6R,10Z,11aR)-2,3,3a,4,5,6,7,11a-octahydro-6,10-dimethyl-3-methylene-2,7-dioxo-6,9-epoxycyclodeca[b]furan-4-yl ester, (2Z)- (4R,6R,10Z,11aR)-6,10- dimethyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,6,7,11a-octahydro-6,9-epoxycyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate heliangolide A PubMed: Effect of the sesquiterpene lactone incomptine A in the energy metabolism of Entamoeba histolytica. PubMed: Sesquiterpene lactones from Centaurea zuccariniana and their antimicrobial activity. PubMed: Cytotoxic furanogermacranolides from the flowers of Helianthus angustifolius. PubMed: New sesquiterpene lactone and other constituents from Centaurea sulphurea (Asteraceae). PubMed: Analysis of sesquiterpene lactones in Eupatorium lindleyanum by HPLC-PDA-ESI-MS/MS. PubMed: Further sesquiterpene lactones from Viguiera robusta and the potential anti-inflammatory activity of a heliangolide: inhibition of human neutrophil elastase release. PubMed: New gemacranolides from Eupatorium hualienense. PubMed: Sesquiterpene lactones from Centaurea tweediei. PubMed: The heliangolide dihydrohirsutolide from Arctotis fastuosa and dichloromethyldihydrohirsutolide. PubMed: Conformational analysis and biological activity of leptocarpin and leptocarpin acetate.