manool
1-naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene-
Identification
| Name | manool |
| IUPAC | 5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol |
| CAS Number | 596-85-0 |
| FDA UNII | AT5PJ0PV00 |
| Molecular Formula | C20 H34 O |
| Molecular Weight | 290.49018000 |
| MDL Number | MFCD01310996 |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for manool usage levels up to | not for fragrance use. |
| Recommendation for manool flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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 (Â -Â )-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].