1-naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene-

CAS: 596-85-0 C20 H34 O MW: 290.49018000

Identification

Namemanool
IUPAC5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol
CAS Number596-85-0
FDA UNIIAT5PJ0PV00
Molecular FormulaC20 H34 O
Molecular Weight290.49018000
MDL NumberMFCD01310996

Regulatory

Physical Properties

Assay 92.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 49.00 to 52.00 °C. @ 760.00 mm Hg
Boiling Point 367.00 to 368.00 °C. @ 760.00 mm Hg
Flash Point 245.00 °F. TCC ( 118.33 °C. )
logP (o/w) 6.790 (est)
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for manool usage levels up tonot for fragrance use.
Recommendation for manool flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cedarwood oil lebanon @ 5.60% Data clary sage oil greece @ 2.50% Data clary sage oil spain @ 0.55% Data mangrove bark red oil cuba @ 95.50% Data sage oil sage oil cuba @ 14.74% Data sage oil reunion @ 0.50% Data sage shoot salvia atropatana bunge oil iran @ 1.00% Data salvia officinalis oil cuba @ 14.74% Data salvia officinalis oil reunion @ 2.71% Data witch hazel leaf oil @ 0.10% Data

Synonyms

(1S-(1alpha(S*), 4abeta,8aalpha))-alpha- ethenyl decahydro-alpha,5,5,8a-tetramethyl-2-methylene-1-naphthalene propanol (13R)- labda-8(20),14-dien-13-ol labda-8(20),14-dien-13-ol, (13R)- labda-8(20),14-dien-13-ol, (13S)- 3- methyl-5-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-pent-1-en-3-ol 3- methyl-5-(5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl)pent-1-en-3-ol 1- naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, [1S-[1.alpha.(R*),4a.beta.,8a.alpha.]]- 1- naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, [1S-[1.alpha.(S*),4a.beta.,8a.alpha.]]- 1- naphthalenepropanol, a-ethenyldecahydro-a,5,5,8a-tetramethyl-2-methylene- 1- naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene- 1- naphthalenepropanol,5,5,8a-tetramethyl-2-methylene-, [1S-[1.alpha.(S*),4a.beta.,8a.alpha.]]- 5-(5,5,8a- trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol PubMed: Synthesis and biological evaluation of ( - )-13,14-dihydroxy-8,11,13-podocarpatrien-7-one and derivatives from (+)-manool. PubMed: Differential effect of manool--a diterpene from Salvia officinalis, on genotoxicity induced by methyl methanesulfonate in V79 and HepG2 cells. PubMed: Chemical constituents of Abies delavayi. PubMed: Facile access to optically active ring C aromatic diterpene derivatives from (+)-manool. first synthesis of 13,14-dihydroxy8,11,13-podocarpatrien-7-one. PubMed: Terpenes From the Root of Salvia hypoleuca Benth. PubMed: Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture. PubMed: (4aR,6aS,10aR,10bS)-7,7,10a-Trimethyl-1,4,4a,5,6,6a,7,8,9,10,10a,10b-dodecahydro-2H-naphtho-[2,1-c]pyran (Pyamber). PubMed: Phytochemicals from Cunninghamia konishii Hayata act as antifungal agents. PubMed: Antimicrobial evaluation of diterpenes from Copaifera langsdorffii oleoresin against periodontal anaerobic bacteria. PubMed: Isolation and identification of ligands for the goldfish testis androgen receptor in chemical recovery condensates from a Canadian bleached kraft pulp and paper mill. PubMed: Biota: sediment partitioning of aluminium smelter related PAHs and pulp mill related diterpenes by intertidal clams at Kitimat, British Columbia. PubMed: Substrate specificity of Rv3378c, an enzyme from Mycobacterium tuberculosis, and the inhibitory activity of the bicyclic diterpenoids against macrophage phagocytosis. PubMed: Influence of ionic interactions on essential oil and phenolic diterpene composition of Dalmatian sage (Salvia officinalis L.). PubMed: Chemical composition and antimicrobial activity of the essential oils from Cleome spinosa. PubMed: Chemical composition of endemic Scorzonera sandrasica and studies on the antimicrobial activity against multiresistant bacteria. PubMed: Extraction, separation and isolation of volatiles from Vitex agnus-castus L. (Verbenaceae) wild species of Sardinia, Italy, by supercritical CO2. PubMed: Antiproliferative activity of Greek propolis. PubMed: Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr. PubMed: Variations in essential oil, phenolic compounds, and antioxidant activity of tunisian cultivated Salvia officinalis L. PubMed: Synthesis and antimalarial activities of optically active labdane-type diterpenes. PubMed: Terpenoid constituents of Abies chensiensis with potential anti-inflammatory activity. PubMed: Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry. PubMed: Assessment of some diterpenoids in commercial distilled gin. PubMed: Transformations of manool. tri- and tetracyclic norditerpenoids with in vitro activity against Plasmodium falciparum. PubMed: Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia. PubMed: (+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities. PubMed: Facile access to optically active labdane-type diterpenes from (+)-manool. Synthesis of (+)-coronarin E, (+)-15,16-epoxy-8(17),13(16),14-labdatriene, and (+)-labda-8(17),13(Z)-diene-15,16-diol. PubMed: Effect of nitrogen concentration of the nutrient solution on the volatile constituents of leaves of Salvia fruticosa Mill. in solution culture. PubMed: The propolis of stingless bees: terpenes from the tibia of three Frieseomelitta species. PubMed: Essential oils produced by in vitro shoots of sage (Salvia officinalis L.). PubMed: [Chemical constituents from Speranskia tuberculata (Bge.) Baill]. PubMed: Dynamics of yield components and essential oil production in a commercial hybrid sage (Salvia officinalis x Salvia fruticosa cv. Newe Ya'ar no. 4). PubMed: Norditerpenoids and diterpenoids from Salvia multicaulis with antituberculous activity. PubMed: Konishiol, a new sesquiterpene, and bioactive components from Cunninghamia konishii. PubMed: Diterpenes from Solidago rugosa. PubMed: Terpenoids from Salvia sclarea. PubMed: Synthesis of manool-related labdane diterpenes as platelet aggregation inhibitors. PubMed: Platelet aggregation inhibitors in a Bhutanese medicinal plant, shug chher. PubMed: Leaf surface chemicals fromNicotiana affecting germination ofPeronospora tabacina (adam) sporangia. PubMed: Chemistry and chemical ecology of the Bahamian spongeAplysilla glacialis. PubMed: Ovipositional response of tobacco budworm moths (Lepidoptera: Noctuidae) to cuticular labdanes and sucrose esters from the green leaves ofNicotiana glutinosa L. (Solanaceae). PubMed: Constituents of Juniperus recurva var. squamata Oil. PubMed: Allelochemical resistance of bald cypress,Taxodium distichum, heartwood to the subterranean termite,Coptotermes formosanus. PubMed: Isolation of (--)-manool from the liverwort, Jungermannia torticalyx. PubMed: [Not Available]. PubMed: [Not Available].