| Name: | (1R,3aS,5aS)-1,4,7,7-tetramethyl-2,3,3a,5a,6,8-hexahydro-1H-cyclopenta[h]pentalene |
| CAS Number: | 62065-26-3 |  3D/inchi
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| FDA UNII: | Search |
| XlogP3-AA: | 4.70 (est) |
| Molecular Weight: | 204.35628000 |
| Formula: | C15 H24 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
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, 0.07675 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
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 pentalenene usage levels up to: | | | not for fragrance use.
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| Recommendation for pentalenene 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 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :194140 |
| National Institute of Allergy and Infectious Diseases:Data |
| (1R,3aS,5aS)-1,4,7,7-tetramethyl-2,3,3a,5a,6,8-hexahydro-1H-cyclopenta[h]pentalene |
| Chemidplus:0062065263 |
References:
| | (1R,3aS,5aS)-1,4,7,7-tetramethyl-2,3,3a,5a,6,8-hexahydro-1H-cyclopenta[h]pentalene |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 194140 |
| Pubchem (sid): | 135172459 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | cyclopenta[c]pentalene, 1,2,3,3a,5a,6,7,8-octahydro-1,4,7,7-tetramethyl-, (1R,3aS,5aS)- | | (1alpha,3aalpha,5abeta,8aR*)-1,2,3,3a,5a,6,7,8- | octahydro-1,4,7,7-tetramethyl cyclopenta(c)pentalene | | (1R,3aS,5aS)-1,4,7,7- | tetramethyl-2,3,3a,5a,6,8-hexahydro-1H-cyclopenta[h]pentalene |
Articles:
| PubMed:Rhodium-catalyzed [5 + 2 + 1] cycloaddition of ene-vinylcyclopropanes and CO: reaction design, development, application in natural product synthesis, and inspiration for developing new reactions for synthesis of eight-membered carbocycles. |
| PubMed:Trimethylenemethane diyl mediated tandem cycloaddition reactions: mechanism based design of synthetic strategies. |
| PubMed:Computational-guided discovery and characterization of a sesquiterpene synthase from Streptomyces clavuligerus. |
| PubMed:Stabilizing Two Classical Antiaromatic Frameworks: Demonstration of Photoacoustic Imaging and the Photothermal Effect in Metalla-aromatics. |
| PubMed:Delocalization of charge and electron density in the humulyl cation—implications for terpene biosynthesis. |
| PubMed:Total synthesis of (±)-hippolachnin A. |
| PubMed:Pentalenene formation mechanisms redux. |
| PubMed:Novel 2-aminooctahydrocyclopentalene-3a-carboxamides as potent CCR2 antagonists. |
| PubMed:Heterologous expression of pentalenene synthase (PSS) from Streptomyces UC5319 in Xanthophyllomyces dendrorhous. |
| PubMed:Effect of isotopically sensitive branching on product distribution for pentalenene synthase: support for a mechanism predicted by quantum chemistry. |
| PubMed:Near-infrared thermochromic diazapentalene dyes. |
| PubMed:1,2-Dihydropentalenes from fulvenes by [6 + 2] cycloadditions with 1-isopropenylpyrrolidine. |
| PubMed:[Overview of 40 years' chemical study]. |
| PubMed:Enantioselective synthesis of (-)-pentalenene. |
| PubMed:Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis. |
| PubMed:Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton. |
| PubMed:Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlH, a non-heme iron dioxygenase of Streptomyces avermitilis. |
| PubMed:A gene cluster for biosynthesis of the sesquiterpenoid antibiotic pentalenolactone in Streptomyces avermitilis. |
| PubMed:Theoretical studies on farnesyl cation cyclization: pathways to pentalenene. |
| PubMed:Tandem cyclisations involving alpha-ketenyl alkyl radicals. New syntheses of the natural triquinanes pentalenene and modhephene. |
| PubMed:Expression and mechanistic analysis of a germacradienol synthase from Streptomyces coelicolor implicated in geosmin biosynthesis. |
| PubMed:A highly abbreviated synthesis of pentalenene by means of the squarate ester cascade. |
| PubMed:Stereocontrolled synthesis of triazacyclopenta[cd]pentalenes by intramolecular 1,3-dipolar cycloaddition reactions of azomethine imines. |
| PubMed:Structure, mechanism and function of prenyltransferases. |
| PubMed:Pentalenene synthase. Analysis of active site residues by site-directed mutagenesis. |
| PubMed:Eubacterial diterpene cyclase genes essential for production of the isoprenoid antibiotic terpentecin. |
| PubMed:Intramolecular C-H insertion reactions of (eta(5)-cyclopentadienyl)dicarbonyliron carbene complexes: scope of the reactions and application to the synthesis of (+/-)-sterpurene and (+/-)-pentalenene. |
| PubMed:Identification and sequencing of a cytochrome P450 gene cluster from Bradyrhizobium japonicum. |
| PubMed:Crystal structure of pentalenene synthase: mechanistic insights on terpenoid cyclization reactions in biology. |
| PubMed:Crystallization and preliminary X-ray diffraction analysis of recombinant pentalenene synthase. |
| PubMed:Pentalenene synthase. Purification, molecular cloning, sequencing, and high-level expression in Escherichia coli of a terpenoid cyclase from Streptomyces UC5319. |
| PubMed:Terpenoid biosynthesis and the stereochemistry of enzyme-catalysed allylic addition-elimination reactions. |
| PubMed:Partial purification and characterization of pentalenene synthase. |
| PubMed:Regulation of enzymes involved in the biosynthesis of the sesquiterpene antibiotic pentalenolactone in Streptomyces arenae. |
| PubMed:Studies on biosynthesis of pentalenolactone. V isolation of deoxypentalenylglucuron. |
| PubMed:Studies on the biosynthesis of pentalenolactone. III. Isolation of a biosynthetic intermediate hydrocarbon, pentalenene. |
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