Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C15H22O |
| Molecular Weight | 218.3346 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H]1CC(=O)C=C2CC[C@H](C[C@@]12C)C(C)=C
InChI
InChIKey=WTOYNNBCKUYIKC-JMSVASOKSA-N
InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
| Molecular Formula | C15H22O |
| Molecular Weight | 218.3346 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of acetylcholinesterase activity by essential oil from Citrus paradisi. | 2001 |
|
| Efficacy of vetiver oil and nootkatone as soil barriers against Formosan subterranean termite (Isoptera: Rhinotermitidae). | 2001 Dec |
|
| Nootkatone is a repellent for Formosan subterranean termite (Coptotermes formosanus). | 2001 Mar |
|
| Use of nootkatone as a senescence indicator for Rouge La Toma Cv. grapefruit (Citrus paradisi Macf.). | 2002 Aug 14 |
|
| Aroma composition changes in early season grapefruit juice produced from thermal concentration. | 2002 Feb 13 |
|
| Modulation of radioligand binding to the GABA(A)-benzodiazepine receptor complex by a new component from Cyperus rotundus. | 2002 Jan |
|
| Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells. | 2002 Oct |
|
| Structure-activity of valencenoid derivatives and their repellence to the Formosan subterranean termite. | 2003 Dec |
|
| Citrus fruit flavor and aroma biosynthesis: isolation, functional characterization, and developmental regulation of Cstps1, a key gene in the production of the sesquiterpene aroma compound valencene. | 2003 Dec |
|
| Comparative effects of vetiver oil, nootkatone and disodium octaborate tetrahydrate on Coptotermes formosanus and its symbiotic fauna. | 2003 Jan |
|
| The sesquiterpenoid nootkatone and the absolute configuration of a dibromo derivative. | 2003 May |
|
| Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. | 2003 Nov-Dec |
|
| Toxicity and behavioral effects of nootkatone, 1,10-dihydronootkatone, and tetrahydronootkatone to the formosan subterranean termite (Isoptera: Rhinotermitidae). | 2004 Feb |
|
| Volatile constituents of redblush grapefruit (Citrus paradisi) and pummelo (Citrus grandis) peel essential oils from Kenya. | 2005 Dec 14 |
|
| Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum. | 2005 Jun |
|
| Use of novel compounds for pest control: insecticidal and acaricidal activity of essential oil components from heartwood of Alaska yellow cedar. | 2005 May |
|
| Changes in heartwood chemistry of dead yellow-cedar trees that remain standing for 80 years or more in southeast Alaska. | 2005 Nov |
|
| Highly efficient production of nootkatone, the grapefruit aroma from valencene, by biotransformation. | 2005 Nov |
|
| Biotransformation of citrus aromatics nootkatone and valencene by microorganisms. | 2005 Nov |
|
| Repellent activity of fractioned compounds from Chamaecyparis nootkatensis essential oil against nymphal Ixodes scapularis (Acari: Ixodidae). | 2006 Sep |
|
| [GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood]. | 2007 May |
|
| Citrus genomics. | 2008 |
|
| Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism. | 2008 Apr |
|
| Induction of multiple pleiotropic drug resistance genes in yeast engineered to produce an increased level of anti-malarial drug precursor, artemisinic acid. | 2008 Nov 4 |
|
| Toxicity, tunneling and feeding behavior of the termite, Coptotermes vastator, in sand treated with oil of the physic nut, Jatropha curcas. | 2009 |
|
| An efficient and economic asymmetric synthesis of (+)-nootkatone, tetrahydronootkatone, and derivatives. | 2009 Aug 20 |
|
| Ability of two natural products, nootkatone and carvacrol, to suppress Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae) in a Lyme disease endemic area of New Jersey. | 2009 Dec |
|
| Regioselective biooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system. | 2009 Jul 10 |
|
| Nootkatone--a biotechnological challenge. | 2009 May |
|
| Genome mining in Sorangium cellulosum So ce56: identification and characterization of the homologous electron transfer proteins of a myxobacterial cytochrome P450. | 2009 Oct 16 |
|
| Natural toxins for use in pest management. | 2010 Aug |
|
| Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae). | 2010 Aug |
|
| Nootkatone, a characteristic constituent of grapefruit, stimulates energy metabolism and prevents diet-induced obesity by activating AMPK. | 2010 Aug |
|
| [Study on quality standards of decoction pieces of salt Alpinia]. | 2010 Dec |
|
| Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme. | 2010 Jul |
|
| Mode of action for natural products isolated from essential oils of two trees is different from available mosquito adulticides. | 2010 Nov |
|
| The mouse eugenol odorant receptor: structural and functional plasticity of a broadly tuned odorant binding pocket. | 2011 Feb 8 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:57:45 GMT 2023
by
admin
on
Sat Dec 16 08:57:45 GMT 2023
|
| Record UNII |
3K3OKV2A5A
|
| Record Status |
Validated (UNII)
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| Record Version |
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m8040
Created by
admin on Sat Dec 16 08:57:45 GMT 2023 , Edited by admin on Sat Dec 16 08:57:45 GMT 2023
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PRIMARY | Merck Index | ||
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1268142
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3K3OKV2A5A
Created by
admin on Sat Dec 16 08:57:45 GMT 2023 , Edited by admin on Sat Dec 16 08:57:45 GMT 2023
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28834-25-5
Created by
admin on Sat Dec 16 08:57:45 GMT 2023 , Edited by admin on Sat Dec 16 08:57:45 GMT 2023
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