(+)-ipomeamarone
2-pentanone, 4-methyl-1-[(2R,5S)-2,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl]-
 
Notes:
None found
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CAS Number: 494-23-5Picture of molecule3D/inchi
Other(deleted CASRN): 11033-12-8
Nikkaji Web: J13.344B
XlogP3-AA: 2.30 (est)
Molecular Weight: 250.33794000
Formula: C15 H22 O3
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 48.63 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for (+)-ipomeamarone usage levels up to:
 not for fragrance use.
 
Recommendation for (+)-ipomeamarone flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 442379
National Institute of Allergy and Infectious Diseases: Data
 1-[(2S,5R)-5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
Chemidplus: 0000494235
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References:
 1-[(2S,5R)-5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 442379
Pubchem (cas): 494-23-5
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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
CHEBI: View
KEGG (GenomeNet): C09689
HMDB (The Human Metabolome Database): Search
FooDB: FDB001524
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 potato sweet potato
Search Trop  Picture
 potato sweet potato root
Search Trop  Picture
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Synonyms:
1-[(2S,5R)-5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
(2S,5R)-(+)-1-(5-(3-furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-2-pentanone
4-methyl-1-[(2R,5S)-5-methyl-2,3,4,5-tetrahydro-2,3'-bifuran-5-yl]-2-pentanone
2-pentanone, 4-methyl-1-[(2R,5S)-2,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl]-
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Articles:
PubMed: Toxic Ipomeamarone accumulation in healthy parts of Sweetpotato (Ipomoea batatas L. Lam) storage roots upon infection by Rhizopus stolonifer.
PubMed: Synthetic organic chemistry based on small ring compounds.
PubMed: [Study of ceratocystis fimbriata toxins determination from sweet potato by high performance thin-layer chromatography].
PubMed: Merrekentrones A-D, ipomeamarone-like furanosesquiterpenes from Merremia kentrocaulos.
PubMed: Experimental intoxication by Myoporum laetum in sheep.
PubMed: [Determination of furanoterpenoid toxins from sweet potato by thin-layer chromatography].
PubMed: Ultraweak luminescence generated by sweet potato and Fusarium oxysporum interactions associated with a defense response.
PubMed: Properties of a Mixed Function Oxygenase Catalyzing Ipomeamarone 15-Hydroxylation in Microsomes from Cut-Injured and Ceratocystis fimbriata-Infected Sweet Potato Root Tissues.
PubMed: The effect of daily oral dosing with ngaione for 7 weeks on the liver of the rat.
PubMed: Ipomeamarone in blemished and diseased sweet potatoes (Ipomea batatas).
PubMed: The detection and quantitative determination of ipomeamarone in damaged sweet potatoes (Ipomoea batatas).
PubMed: Ipomeamarone, a toxic furanoterpenoid in sweet potatoes (Ipomea batatas) in the United Kingdom.
PubMed: A synthesis of racemic ipomeamarone and epiipomeamarone.
PubMed: Dehydroipomeamarone as an Intermediate in the Biosynthesis of Ipomeamarone, a Phytoalexin from Sweet Potato Root Infected with Ceratocystis fimbriata.
PubMed: BIOSYNTHESIS OF IPOMEAMARONE. II. SYNTHETIC MECHANISM.
PubMed: Biosynthesis of ipomeamarone. I. The incorporation of acetate-2-C14 and mevalonate-2-C14 into ipomeamarone.
PubMed: Analytical study of ipomeamarone & chlorogenic acid alterations in sweet potato roots infected by Ceratocystis fimbriata.
PubMed: Chromatographic isolation of pure ipomeamarone and reinvestigation on its chemical properties.
PubMed: Isolation of ipomeamarone and two coumarin derivatives from sweet potato roots injured by the weevil, Cylas formicarius elegantulus.
PubMed: Antibiotic Effect on Ceratostomella fimbriata of Ipomeamarone, an Abnormal Metabolite in Black Rot of Sweetpotato.
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