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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white solid (est) |
| Assay: | 97.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 128.00 to 132.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 369.00 to 371.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 0.000005 mmHg @ 25.00 °C. (est) |
| Flash Point: | 332.00 °F. TCC ( 166.67 °C. )
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| logP (o/w): | 6.405 (est) |
| Soluble in: |
| | alcohol | | | water, 0.03402 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Totarol >98%
Odor: characteristic Use: Totarol is a naturally produced diterpenoid isolated from the barks of Podocarpus totara. Recent studies show that (+)-totarol has unique antimicrobial and therapeutic properties.
anti-bacteria |
| Charkit Chemical |
| TOTAROL K7 LIQUID
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| Charkit Chemical |
| TOTAROL
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| Santa Cruz Biotechnology |
| For experimental / research use only. |
| (4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol
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| Sigma-Aldrich: Aldrich |
| For experimental / research use only. |
| 4bS-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropyl-phenanthren-2-ol 98%
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Safety Information:
| Preferred SDS: View |
| European information : |
| Most important hazard(s): | | Xi - Irritant |
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
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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 totarol usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for totarol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | (4bS,8aS)-4b,8,8-trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 92783 |
| Pubchem (sid): | 135049775 |
| Pherobase: | View |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 4b,5,6,7,8,8a,9,10- | octahydro-4b,8,8-trimethyl-1-(1-methyl ethyl)-2-phenanthrenol | | 4b,5,6,7,8,8a,9,10- | octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenol | | 2- | phenanthrenol, 4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-, (4bS-trans)- | | 2- | phenanthrenol, 4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-, (4bS,8aS)- | | 14-iso | propyl podocarpa-8,11,13-trien-13-ol | | (4bS,8aS)-4b,8,8- | trimethyl-1-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-ol | | (4bS,8aS)-4b,8,8- | trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol | | 4bS-trans-8,8- | trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropyl-phenanthren-2-ol | | (4bS)-trans-8,8- | trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol |
Articles:
| PubMed:Totarol prevents neuronal injury in vitro and ameliorates brain ischemic stroke: Potential roles of Akt activation and HO-1 induction. |
| PubMed:The synergy of berberine chloride and totarol against Staphylococcus aureus grown in planktonic and biofilm cultures. |
| PubMed:Inhibitory effect of totarol on exotoxin proteins hemolysin and enterotoxins secreted by Staphylococcus aureus. |
| PubMed:Phenolic diterpenoid derivatives as anti-influenza a virus agents. |
| PubMed:A comprehensive proteomic analysis of totarol induced alterations in Bacillus subtilis by multipronged quantitative proteomics. |
| PubMed:(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa-hydro-phenan-thren-2-yl benzoate. |
| PubMed:Preparative mass-spectrometry profiling of bioactive metabolites in Saudi-Arabian propolis fractionated by high-speed countercurrent chromatography and off-line atmospheric pressure chemical ionization mass-spectrometry injection. |
| PubMed:(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa-hydro-phenan-thren-2-yl acetate. |
| PubMed:More insight into the chemical composition of Greek propolis; differences and similarities with Turkish propolis. |
| PubMed:Inhibitors of bacterial tubulin target bacterial membranes in vivo. |
| PubMed:Extraction of essential oil from Cupressus sempervirens: comparison of global yields, chemical composition and antioxidant activity obtained by hydrodistillation and supercritical extraction. |
| PubMed:The Synthesis and Antimicrobial Activity of Heterocyclic Derivatives of Totarol. |
| PubMed:Composition and antipathogenic activities of the twig essential oil of Chamaecyparis formosensis from Taiwan. |
| PubMed:Synthesis, biological evaluation and mechanistic studies of totarol amino alcohol derivatives as potential antimalarial agents. |
| PubMed:Biota: sediment partitioning of aluminium smelter related PAHs and pulp mill related diterpenes by intertidal clams at Kitimat, British Columbia. |
| PubMed:Composition, antioxidant and antimicrobial activities of the seed essential oil of Calocedrus formosana from Taiwan. |
| PubMed:Molecular basis of the anti-inflammatory property exhibited by cyclo-pentano phenanthrenol isolated from Lippia nodiflora. |
| PubMed:Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes. |
| PubMed:Antimycobacterial terpenoids from Juniperus communis L. (Cuppressaceae). |
| PubMed:Antiparasitic, nematicidal and antifouling constituents from Juniperus berries. |
| PubMed:Antibacterial novel phenolic diterpenes from Podocarpus macrophyllus D. Don. |
| PubMed:Assessment of some diterpenoids in commercial distilled gin. |
| PubMed:Antifibrotic activity of diterpenes from Biota orientalis leaves on hepatic stellate cells. |
| PubMed:Synthesis of totarane diterpenes: totarol, maytenoquinone, 6-deoxymaytenoquinone and 8,11,13-totaratriene-12,13-diol. |
| PubMed:The antifungal compound totarol of Thujopsis dolabrata var. hondai seeds selects for fungi on seedling root surfaces. |
| PubMed:Occurrence and estrogenicity of phenolics in paper-recycling process water: pollutants originating from thermal paper in waste paper. |
| PubMed:The phenolic diterpene totarol inhibits multidrug efflux pump activity in Staphylococcus aureus. |
| PubMed:Totarol inhibits bacterial cytokinesis by perturbing the assembly dynamics of FtsZ. |
| PubMed:Gastroprotective and cytotoxic effect of semisynthetic ferruginol derivatives. |
| PubMed:Cytotoxic diterpenoids from Podocarpus madagascariensis from the Madagascar rainforest. |
| PubMed:Antimycobacterial constituents from Juniperus procera, Ferula communis and Plumbago zeylanica and their in vitro synergistic activity with isonicotinic acid hydrazide. |
| PubMed:Novel domino reactions for diterpene synthesis. |
| PubMed:Antineoplastic agents. 529. Isolation and structure of nootkastatins 1 and 2 from the Alaskan yellow cedar Chamaecyparis nootkatensis. |
| PubMed:Synthesis of totarol amino alcohol derivatives and their antiplasmodial activity and cytotoxicity. |
| PubMed:Development of a method to quantify in vitro the synergistic activity of "natural" antimicrobials. |
| PubMed:The propolis of stingless bees: terpenes from the tibia of three Frieseomelitta species. |
| PubMed:A MAS-NMR study of the location of (+)-totarol, a diterpenoid bioactive molecule, in phospholipid model membranes. |
| PubMed:Aromatase inhibitory activities of standishinal and the diterpenoids from the bark of Thuja standishii. |
| PubMed:A cyclic peroxide of clerodenoic acid from the Taiwanese liverwort Schistochila acuminata. |
| PubMed:(+)-Totarol from Chamaecyparis nootkatensis and activity against Mycobacterium tuberculosis. |
| PubMed:Anti-tumor promoting diterpenes from the stem bark of Thuja standishii (Cupressaceae). |
| PubMed:Effects of (+)-totarol, a diterpenoid antibacterial agent, on phospholipid model membranes. |
| PubMed:A fluorescence study of the interaction and location of (+)-totarol, a diterpenoid bioactive molecule, in model membranes. |
| PubMed:Totarol, totaradiol and ferruginol: three diterpenes from Thuja plicata (Cupressaceae). |
| PubMed:The synthesis and antibacterial activity of totarol derivatives. Part 3: Modification of ring-B. |
| PubMed:The synthesis and antibacterial activity of totarol derivatives. Part 2: Modifications at C-12 and O-13. |
| PubMed:The synthesis and antibacterial activity of totarol derivatives. Part 1: modifications of ring-C and pro-drugs. |
| PubMed:Potentiation of methicillin activity against methicillin-resistant Staphylococcus aureus by diterpenes. |
| PubMed:Antioxidative action of diterpenoids from Podocarpus nagi. |
| PubMed:Inhibition of lipid peroxidation by diterpenoid from Podocarpus nagi. |
| PubMed:Antibacterial activity of anacardic acid and totarol, alone and in combination with methicillin, against methicillin-resistant Staphylococcus aureus. |
| PubMed:Mode of antibacterial action of totarol, a diterpene from Podocarpus nagi. |
| PubMed:Isolation and characterization of platelet-activating factor receptor binding antagonists from Biota orientalis. |
| PubMed:Antibacterial activity of totarol and its potentiation. |
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3D/inchi