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*))-
Identification
| Name | tulipinolide |
| IUPAC | [(6Z,10Z)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate |
| CAS Number | 24164-13-4 |
| FDA UNII | Search |
| Molecular Formula | C17 H22 O4 |
| Molecular Weight | 290.35914000 |
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 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 tulipinolide usage levels up to | not for fragrance use. |
| Recommendation for tulipinolide flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.