tulipinolide

cyclodeca(b)furan-2(3H)-one, 4-(acetyloxy)-3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aR-(3aR*,4R*,6E,10E,11aR*))-

CAS: 24164-13-4 C17 H22 O4 MW: 290.35914000

Identification

Nametulipinolide
IUPAC[(6Z,10Z)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
CAS Number24164-13-4
FDA UNIISearch
Molecular FormulaC17 H22 O4
Molecular Weight290.35914000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 436.94 °C. @ 760.00 mm Hg (est)
Flash Point 426.00 °F. TCC ( 218.70 °C. ) (est)
logP (o/w) 3.586 (est)
Soluble in water, 12.63 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 tulipinolide usage levels up tonot for fragrance use.
Recommendation for tulipinolide flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

bay laurel leaf bay laurel root

Synonyms

(3aR-(3aR*,4R*,6E,10E,11aR*))-4-( acetyl oxy)-3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene cyclodeca(b)furan-2(3H)-one cyclodeca(b)furan-2(3H)-one, 4-(acetyloxy)-3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aR-(3aR*,4R*,6E,10E,11aR*))- [(6Z,10Z)-6,10- dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate epi tulipinolide PubMed: Sesquiterpenes with quinone reductase-inducing activity from Liriodendron chinense. PubMed: The structure of tulipinolide and epitulipinolide. Cytotoxic sesquiterpenes from Liriodendron tulipifera L. PubMed: Antitumor agents. II. Tulipinolide, a new germacranolide sesquiterpene, and constunolide. Two cytotoxic substances from Liriodendron tulipifera L.