nootkatol
2,3,4,4a,5,6,7,8-octahydro-4,4a-dimethyl-6-(1-methylvinyl)-2-naphthol
Identification
| Name | nootkatol |
| IUPAC | 4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol |
| CAS Number | 53643-07-5 |
| EINECS | 258-681-7 |
| FDA UNII | Search |
| Molecular Formula | C15 H24 O |
| Molecular Weight | 220.35548000 |
| Nikkaji Number | J296.007I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 316.00 to 317.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000033 mmHg @ 25.00 °C. (est) |
| Flash Point | 268.00 °F. TCC ( 131.20 °C. ) (est) |
| logP (o/w) | 4.680 (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 | natural substances and extractives |
| Recommendation for nootkatol usage levels up to | not for fragrance use. |
| Recommendation for nootkatol flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
4,4a-
dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol
2,3,4,4a,5,6,7,8-
octahydro-4,4a-dimethyl-6-(1-methylvinyl)-2-naphthol
PubMed:
Over-expression of ICE2 stabilizes cytochrome P450 reductase in Saccharomyces cerevisiae and Pichia pastoris.
PubMed:
Production of the sesquiterpenoid (+)-nootkatone by metabolic engineering of Pichia pastoris.
PubMed:
Valencene oxidase CYP706M1 from Alaska cedar (Callitropsis nootkatensis).
PubMed:
Challenges and pitfalls of P450-dependent (+)-valencene bioconversion by Saccharomyces cerevisiae.
PubMed:
Constituents of south Indian vetiver oils.
PubMed:
Biologically important eremophilane sesquiterpenes from alaska cedar heartwood essential oil and their semi-synthetic derivatives.
PubMed:
A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene.
PubMed:
Regioselective biooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system.
PubMed:
Antimicrobial activity of extractable conifer heartwood compounds toward Phytophthora ramorum.
PubMed:
Changes in heartwood chemistry of dead yellow-cedar trees that remain standing for 80 years or more in southeast Alaska.
PubMed:
Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum.
PubMed:
Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3.
PubMed:
Structural determination of nootkatol, a new sesquiterpene isolated from Alpinia oxyphylla Miquel possessing calcium-antagonistic activity.
PubMed:
Regioselective biotransformation of valencene in cell suspension cultures of Citrus sp.