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4630-07-3 | Valencene
CAS No: 4630-07-3 Catalog No: AG003VA5 MDL No:
Product Description
Catalog Number:
AG003VA5
Chemical Name:
Valencene
CAS Number:
4630-07-3
Molecular Formula:
C15H24
Molecular Weight:
204.3511
IUPAC Name:
(3R,4aS,5R)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
InChI:
InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1
InChI Key:
QEBNYNLSCGVZOH-NFAWXSAZSA-N
SMILES:
CC(=C)[C@@H]1CCC2=CCC[C@H]([C@@]2(C1)C)C
EC Number:
225-047-6
UNII:
96H21P91IG
FEMA Number:
3443
Properties
Complexity:
297
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
204.188g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
204.357g/mol
Monoisotopic Mass:
204.188g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.2
Literature
| Title | Journal |
|---|---|
| Pyrolytic formation of polycyclic aromatic hydrocarbons from sesquiterpenes. | Food chemistry 20121201 |
| Functional expression and characterization of sesquiterpene synthases from Artemisia annua L. using transient expression system in Nicotiana benthamiana. | Plant cell reports 20120701 |
| In vitro anthelmintic activity of the essential oils of Zanthoxylum zanthoxyloides and Newbouldia laevis against Strongyloides ratti. | Parasitology research 20120401 |
| Functional expression of a valencene dioxygenase from Pleurotus sapidus in E. coli. | Bioresource technology 20120301 |
| Influence of various growth parameters on fungal growth and volatile metabolite production by indoor molds. | The Science of the total environment 20120101 |
| Transcriptome changes during fruit development and ripening of sweet orange (Citrus sinensis). | BMC genomics 20120101 |
| Triacylglycerols composition and volatile compounds of virgin olive oil from Chemlali cultivar: comparison among different planting densities. | TheScientificWorldJournal 20120101 |
| Changes of peel essential oil composition of four Tunisian citrus during fruit maturation. | TheScientificWorldJournal 20120101 |
| De novo synthesis of high-value plant sesquiterpenoids in yeast. | Methods in enzymology 20120101 |
| RNA-seq discovery, functional characterization, and comparison of sesquiterpene synthases from Solanum lycopersicum and Solanum habrochaites trichomes. | Plant molecular biology 20111101 |
| (+)-Nootkatone and (+)-valencene from rhizomes of Cyperus rotundus increase survival rates in septic mice due to heme oxygenase-1 induction. | Journal of ethnopharmacology 20111011 |
| Volatile compounds and bioactivity of Eremurus spectabilis (Ciris), a Turkish wild edible vegetable. | Journal of medicinal food 20111001 |
| Harnessing yeast subcellular compartments for the production of plant terpenoids. | Metabolic engineering 20110901 |
| Biologically important eremophilane sesquiterpenes from alaska cedar heartwood essential oil and their semi-synthetic derivatives. | Molecules (Basel, Switzerland) 20110608 |
| Role of novel terpenes in transcutaneous permeation of valsartan: effectiveness and mechanism of action. | Drug development and industrial pharmacy 20110501 |
| Anti-allergic activity of sesquiterpenes from the rhizomes of Cyperus rotundus. | Archives of pharmacal research 20110201 |
| A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene. | FEBS letters 20110103 |
| Chemical composition of the essential oil of Croton gossypiifolius from Venezuela. | Natural product communications 20110101 |
| Comparative analysis of the volatile fraction of fruit juice from different Citrus species. | PloS one 20110101 |
| Reconstitution of the costunolide biosynthetic pathway in yeast and Nicotiana benthamiana. | PloS one 20110101 |
| Variation of herbivore-induced volatile terpenes among Arabidopsis ecotypes depends on allelic differences and subcellular targeting of two terpene synthases, TPS02 and TPS03. | Plant physiology 20100701 |
| Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme. | Journal of the science of food and agriculture 20100701 |
| A dioxygenase of Pleurotus sapidus transforms (+)-valencene regio-specifically to (+)-nootkatone via a stereo-specific allylic hydroperoxidation. | Bioresource technology 20100101 |
| Biology by design: from top to bottom and back. | Journal of biomedicine & biotechnology 20100101 |
| Identification of a GCC transcription factor responding to fruit colour change events in citrus through the transcriptomic analyses of two mutants. | BMC plant biology 20100101 |
| Essential oils from two Lantana species with antimycobacterial activity. | Natural product communications 20091201 |
| Hepatoprotective activity of petroleum ether, diethyl ether, and methanol extract of Scoparia dulcis L. against CCl4-induced acute liver injury in mice. | Indian journal of pharmacology 20090601 |
| Nootkatone--a biotechnological challenge. | Applied microbiology and biotechnology 20090501 |
| Rational design of a minimal and highly enriched CYP102A1 mutant library with improved regio-, stereo- and chemoselectivity. | Chembiochem : a European journal of chemical biology 20090323 |
| Montanoa tomentosa glandular trichomes containing kaurenoic acids chemical profile and distribution. | Fitoterapia 20090101 |
| Regioselective biooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system. | Microbial cell factories 20090101 |
| [Characterization of aroma active compounds in blood orange juice by solid phase microextraction and gas chromatography-mass spectrometry-olfactometry]. | Se pu = Chinese journal of chromatography 20080701 |
| Production of plant sesquiterpenes in Saccharomyces cerevisiae: effect of ERG9 repression on sesquiterpene biosynthesis. | Biotechnology and bioengineering 20080215 |
| Herbivore-induced terpenoid emission in Medicago truncatula: concerted action of jasmonate, ethylene and calcium signaling. | Planta 20080101 |
| Citrus genomics. | International journal of plant genomics 20080101 |
| Essential Oil Composition and Antibacterial Studies of Vitex negundo Linn. Extracts. | Indian journal of pharmaceutical sciences 20080101 |
| [Increase of copy number of HMG-CoA reductase and FPP synthase genes improves the amorpha4,11-diene production in engineered yeast]. | Yao xue xue bao = Acta pharmaceutica Sinica 20071201 |
| [GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070501 |
| Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran. | Natural product research 20070101 |
| Valence isomerization of 2-phospha-4-silabicyclo[1.1.0]butane: a high-level ab initio study. | Journal of molecular modeling 20060701 |
| Analysis of the essential oil composition from the different parts of Eryngiumglaciale Boiss. from Spain. | Journal of chromatography. A 20051111 |
| Biotransformation of citrus aromatics nootkatone and valencene by microorganisms. | Chemical & pharmaceutical bulletin 20051101 |
| Highly efficient production of nootkatone, the grapefruit aroma from valencene, by biotransformation. | Chemical & pharmaceutical bulletin 20051101 |
| Headspace solid-phase microextraction-gas chromatography--mass spectrometry analysis of the volatile compounds of Evodia species fruits. | Journal of chromatography. A 20050916 |
| Use of novel compounds for pest control: insecticidal and acaricidal activity of essential oil components from heartwood of Alaska yellow cedar. | Journal of medical entomology 20050501 |
| Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3. | Organic & biomolecular chemistry 20050107 |
| [Chemical components of Vetiveria zizanioides volatiles]. | Ying yong sheng tai xue bao = The journal of applied ecology 20040101 |
| 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. | The Plant journal : for cell and molecular biology 20031201 |
| Structure-activity of valencenoid derivatives and their repellence to the Formosan subterranean termite. | Journal of chemical ecology 20031201 |
| Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry. | Journal of chromatography. A 20030523 |
| The sesquiterpenoid nootkatone and the absolute configuration of a dibromo derivative. | Acta crystallographica. Section C, Crystal structure communications 20030501 |
| Volatiles from leaves, fruits, and virgin oil from Olea europaea Cv. Olivastra Seggianese from Italy. | Journal of agricultural and food chemistry 20030226 |
| Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites. | Journal of chromatography. A 20030124 |
| Influence of flavour absorption by food-packaging materials (low-density polyethylene, polycarbonate and polyethylene terephthalate) on taste perception of a model solution and orange juice. | Food additives and contaminants 20030101 |
| Volatile sesquiterpene hydrocarbons characteristic for Penicillium roqueforti strains producing PR toxin. | Journal of agricultural and food chemistry 20021023 |
| Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene. | Journal of the American Chemical Society 20021002 |
| Effects of pulsed electric field processing and storage on the quality and stability of single-strength orange juice. | Journal of food protection 20021001 |
| Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.). | Journal of agricultural and food chemistry 20020911 |
| [Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010401 |
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