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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 485.70 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 395.00 °F. TCC ( 201.60 °C. ) (est)
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| logP (o/w): | 10.400 (est) |
| Soluble in: |
| | water, 7.638e-005 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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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: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for lupenone usage levels up to: | | | not for fragrance use.
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| Recommendation for lupenone 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 : | 92158 |
| National Institute of Allergy and Infectious Diseases: | Data |
| | (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one |
| Chemidplus: | 0001617705 |
References:
| | (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 92158 |
| Pubchem (sid): | 135048934 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a- | hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one | | | lup-20(29)-en-3-one (8CI)(9CI) |
Articles:
| PubMed: | RP-HPLC characterization of lupenone and β-sitosterol in rhizoma musae and evaluation of the anti-diabetic activity of lupenone in diabetic Sprague-Dawley rats. |
| PubMed: | Lupenone isolated from Adenophora triphylla var. japonica extract inhibits adipogenic differentiation through the downregulation of PPARγ in 3T3-L1 cells. |
| PubMed: | Lupenone from Erica multiflora leaf extract stimulates melanogenesis in B16 murine melanoma cells through the inhibition of ERK1/2 activation. |
| PubMed: | Synergistic Effect of Lupenone and Caryophyllene Oxide against Trypanosoma cruzi. |
| PubMed: | Inhibition of protein tyrosine phosphatase 1B by lupeol and lupenone isolated from Sorbus commixta. |
| PubMed: | The Willgerodt-Kindler reaction on lupenone: unusual oxidative dimerization. |
| PubMed: | A new sesquiterpenoid from Scaphium macropodum (Miq.) Beumee. |
| PubMed: | LUPENONE AND 18-ALPHA-OLEANAN-19-ALPHA-OL-3-ONE FROM SAMADERA INDICA. |
| PubMed: | Chemical constituents of Anacolosa pervilleana and their antiviral activities. |
| PubMed: | Isoboldine and lupenone from Neolitsea fuscata. |
| PubMed: | [Triterpene compounds from Cirsium setosum]. |
| PubMed: | α-Amylase inhibitory triterpene from Abrus precatorius leaves. |
| PubMed: | A new isocoumarin from Cajanus cajan (Fabaceae). |
| PubMed: | Anti-inflammatory and antioxidant activities of constituents isolated from Pueraria lobata roots. |
| PubMed: | Phytotoxic, antifungal activities and acute toxicity studies of the crude extract and compounds from Diospyros canaliculata. |
| PubMed: | Non-toxic melanin production inhibitors from Garcinia livingstonei (Clusiaceae). |
| PubMed: | Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom. |
| PubMed: | Chemical constituents of the hemiparasitic plant Phoradendron brachystachyum DC Nutt (Viscaceae). |
| PubMed: | [Studies on the triterpenoids constituents from Phyllodium elegans]. |
| PubMed: | Synthesis and anti-HIV activity of lupane and olean-18-ene derivatives. Absolute configuration of 19,20-epoxylupanes by VCD. |
| PubMed: | Shamiminol: a new aromatic glycoside from the stem bark of Bombax ceiba. |
| PubMed: | Bioactive constituents from Harpephyllum caffrum Bernh. and Rhus coriaria L. |
| PubMed: | Lignans and other constituents from the roots of the Vietnamese medicinal plant Pseuderanthemum palatiferum. |
| PubMed: | Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense. |
| PubMed: | Chemical composition of French mimosa absolute oil. |
| PubMed: | Chemical constituents of Piptadenia gonoacantha J.F. Macbr. |
| PubMed: | Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart. |
| PubMed: | Two new peltogynoids from Acacia nilotica Delile with kinase inhibitory activity. |
| PubMed: | [Chemical constitutents of Bauhinia aurea]. |
| PubMed: | [Studies on constituents in herb of Senecio scandens]. |
| PubMed: | A new 3,4-seco-lupane derivative from Lasianthus gardneri. |
| PubMed: | [Studies on chemical constituents of Liriope platyphylla]. |
| PubMed: | Preparative isolation and purification of chemical constituents from the root of Adenophora tetraphlla by high-speed counter-current chromatography with evaporative light scattering detection. |
| PubMed: | Lipoxygenase inhibition by anadanthoflavone, a new flavonoid from the aerial parts of Anadenanthera colubrina. |
| PubMed: | Evaluation of the antiviral and antimicrobial activities of triterpenes isolated from Euphorbia segetalis. |
| PubMed: | In vitro evaluation of the cytotoxic and trypanocidal activities of Ampelozizyphus amazonicus (Rhamnaceae). |
| PubMed: | Development of liquid chromatographic methods for the determination of phytosterols in Standard Reference Materials containing saw palmetto. |
| PubMed: | Flavaglines and triterpenoids from the leaves of Aglaia forbesii. |
| PubMed: | Pentacyclic triterpenes with selective bioactivity from Sebastiania adenophora leaves, Euphorbiaceae. |
| PubMed: | Chemical study of triterpenoid resinous materials in archaeological findings by means of direct exposure electron ionisation mass spectrometry and gas chromatography/mass spectrometry. |
| PubMed: | A new flavonol glycoside derivative from leaves of Moldenhawera nutans. |
| PubMed: | A new triterpenoid ester from the fruits of Bruguiera parviflora. |
| PubMed: | Cytotoxic constituents from Plumbago zeylanica. |
| PubMed: | Characterization of archaeological frankincense by gas chromatography-mass spectrometry. |
| PubMed: | Pentacyclic triterpenes from Euphorbia stygiana. |
| PubMed: | Constituents of Acacia cedilloi and Acacia gaumeri. Revised structure and complete NMR assignments of resinone. |
| PubMed: | Pentacyclic triterpenes from Chuquiraga ulicina. |
| PubMed: | Cytotoxic constituents from the stems of Diospyros maritima. |
| PubMed: | Two triterpenes lupanone and lupeol isolated and identified from Tamarindus indica linn. |
| PubMed: | A new bisabolane sesquiterpenoid from Euphorbia chrysocoma. |
| PubMed: | Unusual naphthoquinones, catechin and triterpene from Byrsonima microphylla. |
| PubMed: | Cytotoxic activity of lupane-type triterpenes from Glochidion sphaerogynum and Glochidion eriocarpum two of which induce apoptosis. |
| PubMed: | Cytotoxic lupane-type triterpenoids from Acacia mellifera. |
| PubMed: | Potential cncer chemopreventive flavonoids from the stems of Tephrosia toxicaria. |
| PubMed: | Antiplasmodial triterpenes from twigs of Gardenia saxatilis. |
| PubMed: | Inhibitory effects of triterpenoids and sterols on human immunodeficiency virus-1 reverse transcriptase. |
| PubMed: | A new oleanane glycoside from the stem bark of Albizia gummifera. |
| PubMed: | A novel agarofuran sesquiterpene, celahin D from Celastrus hindsii Benth. |
| PubMed: | Effect of the lipidosterolic extract of Serenoa repens (Permixon) and its major components on basic fibroblast growth factor-induced proliferation of cultures of human prostate biopsies. |
| PubMed: | [Chemical studies of Strobilanthes cusia]. |
| PubMed: | [Studies on the chemical constituents of Desmodium styracifolium (Osbeck) Merr]. |
| PubMed: | Constituents of Shashen (Adenophora axilliflora). |
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