1H-cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aS,7R,7aS,7bS)-

CAS: 577-27-5 C15 H26 O MW: 222.37142000

Identification

Nameledol
IUPAC(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol
CAS Number577-27-5
FDA UNII99XJ3YS21U
Molecular FormulaC15 H26 O
Molecular Weight222.37142000
Nikkaji NumberJ21.647J

Regulatory

Physical Properties

Appearance colorless crystals (est)
Assay 90.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.90940 @ 0.00 °C.
Refractive Index 1.46670 @ 0.00 °C.
Melting Point 104.00 to 105.00 °C. @ 760.00 mm Hg
Boiling Point 293.00 to 294.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.000177 mmHg @ 25.00 °C. (est)
Flash Point 254.00 °F. TCC ( 123.33 °C. )
logP (o/w) 4.838 (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 ledol usage levels up tonot for fragrance use.
Recommendation for ledol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

allspice plant amyris wood oil @ <0.10% Data boldo leaf oil italy @ 0.32% Data boldus leaf oil chile @ 0.17% Data cassinia laevis flower oil australia @ 19.30% Data cassinia laevis leaf oil australia @ 39.50% Data cistus oil @ 1.3% Data clove leaf cubeb oil @ 0.20% Data eucalyptus globulus fruit oil @ trace% Data guava fruit oil reunion @ 1.40% Data hyssop oil CO2 extract @ 0.5% Data hyssop shoot labdanum leaf oil @ 3.30% Data labdanum oil @ 0.42% Data laurel leaf oil turkey @ 0.30% Data ledum palustre manuka var. scoparium oil new zealand @ 0.23% Data marjoram oil sweet morocco @ 0.53% Data marsh tea oil PMC peppermint plant phoebe oil brazil @ 0.70% Data sage leaf oil salvia plebeia oil @ 5.14% Data sundacarpus amarus (blume) c.n. page leaf oil australia @ 0.10% Data tagete oil CO2 extract @ 0.29% Data tansy oil marocco @ 0.30% Data thyme oil wild or creeping finland @ 1.20% Data valerian root oil @ 0.5-2.1% Data valerian root oil china @ 0.53% Data vassoura oil @ 0.70% Data xylopia aromatica (lam.) mart. leaf oil cuba @ 0.20% Data zanthoxylum bracchyacanthum l. leaf oil australia @ 0.60% Data

Synonyms

1H- cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aS,7R,7aS,7bS)- (1aR- (1aalpha,4alpha,4abeta, 7alpha,7abeta,7balpha))- decahydro-1,1,4,7-tetramethyl-1H-cycloprop(e)azulen-4-ol [1aR-(1aa,4a,4ab,7a,7ab,7ba)]- decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-ol (+)- ledol ledum camphor porschcamphor (1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7- tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol PubMed: Supercritical CO2 extract and essential oil of aerial part of Ledum palustre L. - Chemical composition and anti-inflammatory activity. PubMed: Labrador tea - the aromatic beverage and spice: a review of origin, processing and safety. PubMed: [GC/MS-based dynamic analysis of Eucalyptus camaldulensis extract on correlation of chromatography-activity against Oncomelania hupensis]. PubMed: Composition of the essential oil of the Rhododendron tomentosum Harmaja from Estonia. PubMed: Chemical and biological evaluation of Hypericum maculatum Crantz essential oil. PubMed: Induction of defensive response in Eucalyptus globulus plants and its persistence in vegetative propagation. PubMed: Composition and evaluation of the anti-inflammatory and anticancer activities of the essential oil from Annona sylvatica A. St.-Hil. PubMed: Composition of seed essential oils of Rhododendron tomentosum. PubMed: Chemical composition and herbicidal activity of the essential oil from a Cistus ladanifer L. population from Spain. PubMed: Chemical composition, antinociceptive and anti-inflammatory effects in rodents of the essential oil of Peperomia serpens (Sw.) Loud. PubMed: Intramolecular Diels-Alder reactions using chiral ruthenium Lewis acids and application in the total synthesis of ent-ledol. PubMed: Essential oil from aerial parts of of Betonica grandiflora Willd. from Iran. PubMed: Chemical composition and mosquito larvicidal activities of Salvia essential oils. PubMed: Seasonal variation, chemical composition, and analgesic and antimicrobial activities of the essential oil from leaves of Tetradenia riparia (Hochst.) Codd in southern Brazil. PubMed: Trypanocidal and antileukaemic effects of the essential oils of Hagenia abyssinica, Leonotis ocymifolia, Moringa stenopetala, and their main individual constituents. PubMed: Birch (Betula spp.) leaves adsorb and re-release volatiles specific to neighbouring plants--a mechanism for associational herbivore resistance? PubMed: Chemical and genetic relationships among sage ( Salvia officinalis L.) cultivars and Judean sage ( Salvia judaica Boiss.). PubMed: Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. PubMed: Leaf surface sesquiterpene alcohols of the potato (Solanum tuberosum) and their influence on colorado beetle (Leptinotarsa decemlineata Say) feeding. PubMed: [GC-MS analysis of essential oils from Radix Angelicae Pubescentis]. PubMed: Volatile oil from Guarea macrophylla ssp. tuberculata: seasonal variation and electroantennographic detection by Hypsipyla grandella. PubMed: Chemical composition of the essential oils of Clausena lansium from Hainan Island, China. PubMed: The stereochemistry of ledol from Renealmia chrysotrycha: an NMR study. PubMed: Sesquiterpenoids and diterpenoids from the Chilean liverwort Lepicolea ochroleuca. PubMed: A New Norlupene from the Leaves of Melaleuca leucadendron PubMed: Composition and antimicrobial activity of the essential oil of Cistus creticus subsp. eriocephalus. PubMed: Bridged to Fused Ring Interchange. Methodology for the Construction of Fused Cycloheptanes and Cyclooctanes. Total Syntheses of Ledol, Ledene, and Compressanolide. PubMed: Composition of essential oil of Ledum palustre. PubMed: Chemical studies of marine invertebrates. XXVII. On the absolute configuration of aromadendrane sesquiterpenes from the soft coral Cespitularia aff. subviridis.