Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Assay: | 90.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Boiling Point: | 338.00 to 339.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 0.000190 mmHg @ 25.00 °C. (est) |
Flash Point: | 311.00 °F. TCC ( 155.00 °C. )
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logP (o/w): | 6.887 (est) |
Soluble in: |
| alcohol | | water, 0.04131 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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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: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | natural substances and extractives |
Recommendation for manoyl oxide usage levels up to: | | not for fragrance use.
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Recommendation for manoyl oxide flavor usage levels up to: |
| not for flavor use.
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Safety References:
EPI System: | View |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 6453839 |
National Institute of Allergy and Infectious Diseases: | Data |
| (3R,4aS,6aR,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene |
Chemidplus: | 0000596849 |
References:
| (3R,4aS,6aR,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene |
NIST Chemistry WebBook: | Search Inchi |
Pubchem (cid): | 6453839 |
Pubchem (sid): | 135192911 |
Pherobase: | View |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
(13R)-8,13- | epoxylabd-14-ene | (3R- (3alpha,4abeta, 6aalpha,10abeta, 10balpha))-3- | ethenyl dodecahydro-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran | (3R,4aS,6aR,10aR,10bS)-3- | ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene | | manool oxide | (+)- | manoyl oxide |
Articles:
PubMed: | Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare. |
PubMed: | Manoyloxide Sesterterpenoids from Salvia mirzayanii. |
PubMed: | Low-volatile lipophilic compounds in needles, defoliated twigs, and outer bark of Pinus thunbergii. |
PubMed: | Manoyl oxide (13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii. |
PubMed: | Compounds from the Fruits of the Popular European Medicinal Plant Vitex agnus-castus in Chemoprevention via NADP(H):Quinone Oxidoreductase Type 1 Induction. |
PubMed: | Extraction of essential oil from Cupressus sempervirens: comparison of global yields, chemical composition and antioxidant activity obtained by hydrodistillation and supercritical extraction. |
PubMed: | A diterpene synthase from the clary sage Salvia sclarea catalyzes the cyclization of geranylgeranyl diphosphate to (8R)-hydroxy-copalyl diphosphate. |
PubMed: | Identification of volatiles from Pinus silvestris attractive for Monochamus galloprovincialis using a SPME-GC/MS platform. |
PubMed: | A four-year naturalistic prospective study of cardiometabolic disease in antipsychotic-treated patients. |
PubMed: | Labdane diterpenoids and highly methoxylated bibenzyls from the liverwort Frullania inouei. |
PubMed: | Acylated manoyl oxide diterpenes of Stemodia trifoliata. |
PubMed: | Chemical composition of endemic Scorzonera sandrasica and studies on the antimicrobial activity against multiresistant bacteria. |
PubMed: | Growth inhibiting activity of volatile oil from Cistus creticus L. against Borrelia burgdorferi s.s. in vitro. |
PubMed: | Morphological, chemical and genetic differentiation of two subspecies of Cistus creticus L. (C. creticus subsp. eriocephalus and C. creticus subsp. corsicus). |
PubMed: | Assessment of some diterpenoids in commercial distilled gin. |
PubMed: | Antibacterial activity of labdane diterpenoids from Stemodia foliosa. |
PubMed: | Supercritical CO2 extract from needles of Pinus nigra ssp. laricio: combined analysis by GC, GC-MS and 13C NMR. |
PubMed: | Effect of the nature of the 3beta-substitution in manoyl oxides on the thermotropic behavior of DPPC lipid bilayer and on DPPC liposomes. |
PubMed: | Antileishmanial activity of natural diterpenes from Cistus sp. and semisynthetic derivatives thereof. |
PubMed: | ent-rosane and labdane diterpenoids from Sagittaria sagittifolia and their antibacterial activity against three oral pathogens. |
PubMed: | The effect of terpenoid extracts from 15 pine species on the feeding behavioural sequence of the late instars of the pine processionary caterpillar Thaumetopoea pityocampa. |
PubMed: | Manoyl oxide diterpenoids from Grindelia scorzonerifolia. |
PubMed: | Phaeoside, a novel galactoside of hydroxymanoyl oxide from the gibberellin A1-producing Phaeosphaeria sp. L487. |
PubMed: | Biotransformation of ent-13-epi-manoyl oxides difunctionalized at C-3 and C-12 by filamentous fungi. |
PubMed: | The biotransformation of the diterpene 2beta-hydroxy-ent-13-epi-manoyl oxide by Gibberella fujikuroi. |
PubMed: | A simple and rapid method for the differentiation of C-13 manoyl oxide epimers in biologically important samples using GC-MS analysis supported with NMR spectroscopy and computational chemistry results. |
PubMed: | Chemical studies of essential oils of Juniperus oxycedrus ssp. badia. |
PubMed: | Chemical analysis and antimicrobial activity of Halimium voldii. |
PubMed: | Manoyl oxide alpha-arabinopyranoside and grindelic acid diterpenoids from Grindelia integrifolia. |
PubMed: | New hemisynthetic manoyl oxide derivatives with antimicrobial activity. |
PubMed: | Labdane type diterpenes down-regulate the expression of c-Myc protein, but not of Bcl-2, in human leukemia T-cells undergoing apoptosis. |
PubMed: | Essential oils and hexane extracts from leaves and fruits of Cistus monspeliensis. Cytotoxic activity of ent-13-epi-manoyl oxide and its isomers. |
PubMed: | An interpopulation study of the essential oils of Cistus parviflorus L. growing in Crete (Greece). |
PubMed: | Five diterpenoids (agallochins A-E) from the mangrove plant Excoecaria agallocha Linn. |
PubMed: | Chemical analysis and antimicrobial studies on three species of Ferulago from Greece. |
PubMed: | Stereochemistry of the cyclization-rearrangement of (+)-copalyl diphosphate to (-)-abietadiene catalyzed by recombinant abietadiene synthase from Abies grandis. |
PubMed: | Analysis of labdane-type diterpenes from Cistus creticus (subsp. creticus and subsp. eriocephalus), by GC and GC-MS. |
PubMed: | Cytotoxic activity and antiproliferative effects of a new semi-synthetic derivative of Ent-3 beta-hydroxy-13-epi-manoyl oxide on human leukemic cell lines. |
PubMed: | Immunosuppressive diterpenoids from Tripterygium wilfordii. |
PubMed: | Composition and antibacterial activity of the essential oils of Stachys candida and S. chrysantha from southern Greece. |
PubMed: | Composition and antibacterial activity of the essential oils of Helichrysum rupestre and H. ambiguum growing in the Balearic Islands (Part III) |
PubMed: | Microbiological transformation of manoyl oxide derivatives by Mucor plumbeus. |
PubMed: | Composition and antimicrobial activity of the essential oil of Cistus creticus subsp. eriocephalus. |
PubMed: | Diterpenes from Solidago rugosa. |
PubMed: | Natural Metabolites of ent-13-epi-Manoyl Oxide and Other Cytotoxic Diterpenes from the Resin "LADANO" of Cistus creticus. |
PubMed: | Non-cytotoxic inhibition of macrophage eicosanoid biosynthesis and effects on leukocyte functions and reactive oxygen species of two novel anti-inflammatory plant diterpenoids. |
PubMed: | Chemical-microbiological synthesis of ent-13-epi-manoyl oxides with biological activities. |
PubMed: | Novel anti-inflammatory plant labdanes: comparison of in vitro properties with aspirin and indomethacin. |
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