| Name: | 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid |
| CAS Number: | 127-27-5 |  3D/inchi
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| FDA UNII: | 88R98Z71NI |
| XlogP3-AA: | 5.50 (est) |
| Molecular Weight: | 302.45750000 |
| Formula: | C20 H30 O2 |
| 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 |
| Melting Point: | 218.50 °C. @ 760.00 mm Hg
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| Boiling Point: | 413.18 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 390.00 °F. TCC ( 198.70 °C. ) (est)
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| logP (o/w): | 6.731 (est) |
| Soluble in: |
| | water, 0.09232 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 |
| |
| 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 pimaric acid usage levels up to: | | | not for fragrance use.
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| Recommendation for pimaric acid 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 :10116 |
| National Institute of Allergy and Infectious Diseases:Data |
| 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid |
| Chemidplus:0000127275 |
References:
| | 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 127-27-5 |
| Pubchem (cid): | 10116 |
| Pubchem (sid): | 134974055 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | dextropimaric acid | | (1theta-(1alpha,4abeta,4balpha,7beta,10aalpha))-7- | ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrene carboxylic acid | | 7- | ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylic acid | | 7- | ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid | | 13b- | methyl-13-vinylpodocarp-8(14)-en-15-oic acid | | 1- | phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl- | | | pimara-8(14),15-dien-18-oic acid | | | pimara-8(14),15-dien-19-oic acid | | 8(14),15- | pimaradien-18-oic acid | | (+)- | pimaric acid | | dextro- | pimaric acid | | | podocarp-8(14)-en-15-oic acid, 13β-methyl-13-vinyl- (8CI) | | | sandaracopimaric acid | | 1,4a,7- | trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid | | | usic acid |
Articles:
| PubMed:Retinoic acid receptor agonist activity of naturally occurring diterpenes. |
| PubMed:Drug-induced ion channel opening tuned by the voltage sensor charge profile. |
| PubMed:Biotransformation of ent-pimaradienoic acid by cell cultures of Aspergillus niger. |
| PubMed:Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases. |
| PubMed:Effects of ketamine and its metabolites on ion currents in differentiated hippocampal H19-7 neuronal cells and in HEK293T cells transfected with α-hslo subunit. |
| PubMed:Assessment of the in vitro and in vivo genotoxic and antigenotoxic effects of pimaradienoic acid in mammalian cells. |
| PubMed:Fungal transformation and schistosomicidal effects of pimaradienoic acid. |
| PubMed:Variations in wood burning organic marker concentrations in the atmospheres of four European cities. |
| PubMed:Pimaric acid from Aralia cordata has an inhibitory effect on TNF-α-induced MMP-9 production and HASMC migration via down-regulated NF-κB and AP-1. |
| PubMed:Kujigamberol, a new dinorlabdane diterpenoid isolated from 85million years old Kuji amber using a biotechnological assay. |
| PubMed:[Diterpenoids from Chinese eaglewood]. |
| PubMed:4-epi-Pimaric acid: a phytomolecule as a potent antibacterial and anti-biofilm agent for oral cavity pathogens. |
| PubMed:Cerumen of Australian stingless bees (Tetragonula carbonaria): gas chromatography-mass spectrometry fingerprints and potential anti-inflammatory properties. |
| PubMed:1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodeca-hydro-phenanthrene-1-carboxylic acid. |
| PubMed:Ent-pimara-8(14), 15-dien-19-oic acid isolated from the roots of Aralia cordata inhibits induction of inflammatory mediators by blocking NF-kappaB activation and mitogen-activated protein kinase pathways. |
| PubMed:Design, synthesis and characterization of podocarpate derivatives as openers of BK channels. |
| PubMed:SPE and HPLC/UV of resin acids in colophonium-containing products. |
| PubMed:Tape-stripping as a method for measuring dermal exposure to resin acids during wood pellet production. |
| PubMed:Pimaradienoic acid inhibits vascular contraction and induces hypotension in normotensive rats. |
| PubMed:Human monocytes kill M-CSF-expressing glioma cells by BK channel activation. |
| PubMed:Trypanocidal activity of oleoresin and terpenoids isolated from Pinus oocarpa. |
| PubMed:Chemical composition and antidermatophytic properties of volatile fractions of hexanic extract from leaves of Cupressus lusitanica Mill. from Cameroon. |
| PubMed:Pharmacological comparison of the vasorelaxant action displayed by kaurenoic acid and pimaradienoic acid. |
| PubMed:Inhibitory constituents against cyclooxygenases from Aralia cordata Thunb. |
| PubMed:A UV resonance Raman (UVRR) spectroscopic study on the extractable compounds of Scots pine (Pinus sylvestris) wood. Part I: lipophilic compounds. |
| PubMed:Evidence for the mechanisms underlying the effects of pimaradienoic acid isolated from the roots of Viguiera arenaria on rat aorta. |
| PubMed:Dehydroabietic acid derivatives as a novel scaffold for large-conductance calcium-activated K+ channel openers. |
| PubMed:Pimarane diterpene from Viguiera arenaria (Asteraceae) inhibit rat carotid contraction. |
| PubMed:Molecular basis of pimarane compounds as novel activators of large-conductance Ca(2+)-activated K(+) channel alpha-subunit. |
| PubMed:Reactivity of Trametes laccases with fatty and resin acids. |
| PubMed:Exposure to dust, resin acids, and monoterpenes in softwood lumber mills. |
| PubMed:Enzyme cytochemical responses of mussels (Mytilus edulis) to resin acid constituents of pulp mill effluents. |
| PubMed:Isolation and characterization of isopimaric acid-degrading bacteria from a sequencing batch reactor. |
| PubMed:Growth, induction, and substrate specificity of dehydroabietic acid-degrading bacteria isolated from a kraft mill effluent enrichment. |
| PubMed:Inhibition of platelet aggregation by diterpene acids from Pinus massoniana resin. |
| PubMed:Analgesic principles from Aralia cordata Thunb. |
| PubMed:Subacute physiological effects of bleached kraft mill effluent (BKME) on the liver of trout, Salmo gairdneri. |
| PubMed:Mutagenicity of resin acids identified in pulp and paper mill effluents using the Salmonella/mammalian-microsome assay. |
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