EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

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Name: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: 596-85-0Picture of molecule3D/inchi
MDL:MFCD01310996
XlogP3-AA:5.70 (est)
Molecular Weight:290.49018000
Formula:C20 H34 O
BioActivity Summary:listing
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
 
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
 water, 0.03955 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Asarinin 95%
Carbosynth
For experimental / research use only.
Manool
Glentham Life Sciences
Manool
 
Safety Information:
 
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
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
EPA Substance Registry Services (TSCA):596-85-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :238792
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol
Chemidplus:0106631383
 
References:
 5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):238792
Pubchem (sid):135217579
Pherobase:View
 
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
KEGG (GenomeNet):C09124
HMDB (The Human Metabolome Database):Search
FooDB:FDB006999
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cedarwood oil lebanon @ 5.60%
Data GC Search Trop Picture
 clary sage oil greece @ 2.50%
Data GC Search Trop Picture
 clary sage oil spain @ 0.55%
Data GC Search Trop Picture
 mangrove bark red oil cuba @ 95.50%
Data GC Search Trop Picture
 sage oil
Search Trop Picture
 sage oil cuba @ 14.74%
Data GC Search Trop Picture
 sage oil reunion @ 0.50%
Data GC Search Trop Picture
 sage shoot
Search Trop Picture
 salvia atropatana bunge oil iran @ 1.00%
Data GC Search Trop Picture
 salvia officinalis oil cuba @ 14.74%
Data GC Search Trop Picture
 salvia officinalis oil reunion @ 2.71%
Data GC Search Trop Picture
 witch hazel leaf oil @ 0.10%
Data GC Search Trop Picture
 
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
 

Articles:

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].
 
Notes:
None found
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