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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Soluble in: |
| | water, 0.05011 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for 5-epi-aristolochene usage levels up to: | | | not for fragrance use.
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| Recommendation for 5-epi-aristolochene flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: | View |
| AIDS Citations: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| Laboratory Chemical Safety Summary : | 5460659 |
| | (4R,4aR,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene |
References:
| | (4R,4aR,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5460659 |
| Pubchem (cas): | NF0528 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (4R,4aR,6R)-4,4a- | dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene | | 8.4betaH- | eremophila-9,11-diene |
Articles:
| PubMed: | Expansion of sesquiterpene biosynthetic gene clusters in pepper confers nonhost resistance to the Irish potato famine pathogen. |
| PubMed: | Biosynthetic potential of sesquiterpene synthases: product profiles of Egyptian Henbane premnaspirodiene synthase and related mutants. |
| PubMed: | The Full-Size ABCG Transporters Nb-ABCG1 and Nb-ABCG2 Function in Pre- and Postinvasion Defense against Phytophthora infestans in Nicotiana benthamiana. |
| PubMed: | Molecular Dynamics Simulations Elucidate Conformational Dynamics Responsible for the Cyclization Reaction in TEAS. |
| PubMed: | Formation of a Novel Macrocyclic Alkaloid from the Unnatural Farnesyl Diphosphate Analogue Anilinogeranyl Diphosphate by 5-Epi-Aristolochene Synthase. |
| PubMed: | Developmentally regulated sesquiterpene production confers resistance to Colletotrichum gloeosporioides in ripe pepper fruits. |
| PubMed: | (+)-Valencene production in Nicotiana benthamiana is increased by down-regulation of competing pathways. |
| PubMed: | Phytoalexin biosynthesis genes are regulated and involved in plant response to Ralstonia solanacearum infection. |
| PubMed: | Induced-fit mechanism in class I terpene cyclases. |
| PubMed: | S-carvone suppresses cellulase-induced capsidiol production in Nicotiana tabacum by interfering with protein isoprenylation. |
| PubMed: | Inhibitory effect of esterified lactoferin and lactoferrin against tobacco mosaic virus (TMV) in tobacco seedlings. |
| PubMed: | Inhibitory effect of sulfated lentinan and lentinan against tobacco mosaic virus (TMV) in tobacco seedlings. |
| PubMed: | De novo synthesis of high-value plant sesquiterpenoids in yeast. |
| PubMed: | Computational design and selections for an engineered, thermostable terpene synthase. |
| PubMed: | Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate. |
| PubMed: | Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates. |
| PubMed: | Molecular and structural basis of metabolic diversity mediated by prenyldiphosphate converting enzymes. |
| PubMed: | Abscisic acid negatively regulates elicitor-induced synthesis of capsidiol in wild tobacco. |
| PubMed: | A structural model of the membrane-bound aromatic prenyltransferase UbiA from E. coli. |
| PubMed: | Unearthing the roots of the terpenome. |
| PubMed: | Interception of the enzymatic conversion of farnesyl diphosphate to 5-epi-aristolochene by using a fluoro substrate analogue: 1-fluorogermacrene A from (2E,6Z)-6-fluorofarnesyl diphosphate. |
| PubMed: | Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates. |
| PubMed: | X-ray crystal structure of aristolochene synthase from Aspergillus terreus and evolution of templates for the cyclization of farnesyl diphosphate. |
| PubMed: | Biosynthetic potential of sesquiterpene synthases: alternative products of tobacco 5-epi-aristolochene synthase. |
| PubMed: | Surrogate splicing for functional analysis of sesquiterpene synthase genes. |
| PubMed: | Molecular recognition of the substrate diphosphate group governs product diversity in trichodiene synthase mutants. |
| PubMed: | A single-vial analytical and quantitative gas chromatography-mass spectrometry assay for terpene synthases. |
| PubMed: | Probing sesquiterpene hydroxylase activities in a coupled assay with terpene synthases. |
| PubMed: | Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene. |
| PubMed: | Structure, mechanism and function of prenyltransferases. |
| PubMed: | Isolation and characterization of two germacrene A synthase cDNA clones from chicory. |
| PubMed: | Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris. |
| PubMed: | The in vivo synthesis of plant sesquiterpenes by Escherichia coli. |
| PubMed: | Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum). |
| PubMed: | Amorpha-4,11-diene synthase of Artemisia annua: cDNA isolation and bacterial expression of a terpene synthase involved in artemisinin biosynthesis. |
| PubMed: | Crystal structure of human squalene synthase. A key enzyme in cholesterol biosynthesis. |
| PubMed: | Cloning and bacterial expression of sesquiterpene cyclase, a key branch point enzyme for the synthesis of sesquiterpenoid phytoalexin capsidiol in UV-challenged leaves of Capsicum annuum. |
| PubMed: | Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase. |
| PubMed: | Pre-steady-state study of recombinant sesquiterpene cyclases. |
| PubMed: | Characterization of Novel Sesquiterpenoid Biosynthesis in Tobacco Expressing a Fungal Sesquiterpene Synthase. |
| PubMed: | cDNA cloning, characterization, and functional expression of 4S-(-)-limonene synthase from Perilla frutescens. |
| PubMed: | Identifying functional domains within terpene cyclases using a domain-swapping strategy. |
| PubMed: | Developmental and stress regulation of gene expression for plastid and cytosolic isoprenoid pathways in pepper fruits. |
| PubMed: | Cloning and bacterial expression of a sesquiterpene cyclase from Hyoscyamus muticus and its molecular comparison to related terpene cyclases. |
| PubMed: | Expression of a plant sesquiterpene cyclase gene in Escherichia coli. |
| PubMed: | Cloning of casbene synthase cDNA: evidence for conserved structural features among terpenoid cyclases in plants. |
| PubMed: | Gene family for an elicitor-induced sesquiterpene cyclase in tobacco. |
| PubMed: | Purification and characterization of an inducible sesquiterpene cyclase from elicitor-treated tobacco cell suspension cultures. |
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