vernolide
ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-
Identification
| Name | vernolide |
| IUPAC | 1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethanone |
| CAS Number | 17610-24-1 |
| EINECS | 241-585-4 |
| FDA UNII | Search |
| Molecular Formula | C17 H24 O |
| Molecular Weight | 244.37748000 |
| MDL Number | verdoxan |
| Nikkaji Number | J287.087H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 347.00 to 348.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 295.00 °F. TCC ( 146.30 °C. ) (est) |
| logP (o/w) | 4.527 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
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 | fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for vernolide flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-
1-(3,5,5,8,8-
pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one
1-(3,5,5,8,8-
pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone
1-(3,5,5,8,8-
pentamethyl-6,7-dihydronaphthalen-2-yl)ethanone
1-(5,6,7,8-
tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)ethan-1-one
1-(5,6,7,8-
tetrahydro-3',5',5',8',8'-pentamethyl-2-naphthalenyl)-ethanone
5',6',7',8'-
tetrahydro-3',5',5',8',8'-pentamethyl-2'-acetonaphthone
PubMed:
A review of the medicinal potentials of plants of the genus Vernonia (Asteraceae).
PubMed:
Modulation of cytotoxic T lymphocyte, natural killer cell, antibody-dependent cellular cytotoxicity, and antibody-dependent complement-mediated cytotoxicity by Vernonia cinerea L. and vernolide-A in BALB/c mice via enhanced production of cytokines IL-2 and IFN-γ.
PubMed:
Vernolide-A inhibits radiation-induced hypoxia-mediated tumor angiogenesis by regulating HIF-1α, MMP-2, MMP-9, and VEGF.
PubMed:
Antimetastatic potential of vernolide-A, a sesquiterpenoid from Vernonia cinerea L.
PubMed:
Vernolide-A, a sesquiterpene lactone from Vernonia cinerea, induces apoptosis in B16F-10 melanoma cells by modulating p53 and caspase-3 gene expressions and regulating NF-κB-mediated bcl-2 activation.
PubMed:
Vernolide-A inhibits tumour specific angiogenesis by regulating proinflammatory cytokines, VEGF, MMPs and TIMP.
PubMed:
Effect of vernolide-A, a sesquiterpene lactone from Vernonia cinerea L., on cell-mediated immune response in B16F-10 metastatic melanoma-bearing mice.
PubMed:
Antimalarial activity of sesquiterpene lactones from Vernonia cinerea.
PubMed:
Bioactive sesquiterpene lactones from the leaves of Vernonia amygdalina.
PubMed:
Sesquiterpene lactones with potent cytotoxic activities from Vernonia chinensis.
PubMed:
Two novel sesquiterpene lactones, cytotoxic vernolide-A and -B, from Vernonia cinerea.
PubMed:
Isolation and identification of antibacterial compounds from Vernonia colorata leaves.
PubMed:
Use of Vernonia amygdalina by wild chimpanzee: possible roles of its bitter and related constituents.