pimaric acid
1-phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      127-27-5 Pimaric acid 75%
      Pimaric acid isolated from the herbs of Aralia cordata. It can be exploited for therapeutic application in oral microbial infections. anti-atherosclerotic activity; antibacterial, anti-biofilm and anti-inflammatory potency
       
       
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CAS Number: 127-27-5Picture of molecule3D/inchi
FDA UNII: 88R98Z71NI
XlogP3-AA: 5.50 (est)
Molecular Weight: 302.45750000
Formula: C20 H30 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
FDA Mainterm (IAUFC):127-27-5 ; PIMARIC ACID
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 218.50 °C. @ 760.00 mm Hg
Boiling Point: 413.18 °C. @ 760.00 mm Hg (est)
Flash Point: 390.00 °F. TCC ( 198.70 °C. ) (est)
logP (o/w): 6.731 (est)
Soluble in:
 water, 0.09232 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Pimaric acid 75%
Odor: characteristic
Use: Pimaric acid isolated from the herbs of Aralia cordata. It can be exploited for therapeutic application in oral microbial infections. anti-atherosclerotic activity; antibacterial, anti-biofilm and anti-inflammatory potency
Carbosynth
For experimental / research use only.
Pimaric Acid
Coompo
For experimental / research use only.
Pimaric Acid from Plants ≥96%
Santa Cruz Biotechnology
For experimental / research use only.
Pimaric Acid
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Safety Information:
Preferred SDS: View
 
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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
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.
 
Recommendation for pimaric acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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
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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
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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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
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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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