kievitone
4H-1-benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-
 
Notes:
a naturally-occurring, highly hydroxylated isoflavanoid; inhibits the proliferation of breast cancer cell lines. Isol. from Dolichos biflorus (papadi), Lablab niger (hyacinth bean), Phaseolus aureus (mung bean), Phaseolus calcaratus (rice bean), Phaseolus lunatus (butter bean), Phaseolus vulgaris (kidney bean) and Vigna unguiculata (all Leguminosae, Papilionoideae)
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CAS Number: 40105-60-0Picture of molecule3D/inchi
Nikkaji Web: J17.657E
XlogP3-AA: 4.10 (est)
Molecular Weight: 356.37460000
Formula: C20 H20 O6
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
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 639.60 °C. @ 760.00 mm Hg (est)
Flash Point: 449.00 °F. TCC ( 231.40 °C. ) (est)
logP (o/w): 4.600 (est)
Soluble in:
 water, 3.183 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 kievitone usage levels up to:
 not for fragrance use.
 
Recommendation for kievitone flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 119269
National Institute of Allergy and Infectious Diseases: Data
 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Chemidplus: 0040105600
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References:
 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 119269
Pubchem (sid): 135075150
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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): C01590
HMDB (The Human Metabolome Database): HMDB34213
FooDB: FDB012516
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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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
 bean adzuki bean
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 bean banner bean
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 bean black bean fruit
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 bean black bean sprout
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 bean field bean
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 bean field bean fruit
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 bean green bean
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 bean lima bean
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 bean mung bean leaf diffusate
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 bean rice bean
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 bean scarlet runner bean
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 bean scarlet runner bean leaf diffusate
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 cowpea
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 dolichos biflorus
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 pea black-eyed pea
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 pea black-eyed pea shoot
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 phaseolus calcaratus
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Synonyms:
4H-1-benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-
3-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
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Articles:
PubMed: Structures of new phenolics isolated from licorice, and the effectiveness of licorice phenolics on vancomycin-resistant Enterococci.
PubMed: Estrogenic and antiestrogenic activities of phytoalexins from red kidney bean (Phaseolus vulgaris L.).
PubMed: Electrophoretic karyotyping and gene mapping of seven formae speciales in Fusarium solani.
PubMed: Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus.
PubMed: A novel human SPS1/STE20 homologue, KHS, activates Jun N-terminal kinase.
PubMed: A novel method for chemo-enzymatic synthesis of elicitor-active chitosan oligomers and partially N-deacetylated chitin oligomers using N-acylated chitotrioses as substrates in a lysozyme-catalyzed transglycosylation reaction system.
PubMed: Potent inhibition of breast cancer cell lines by the isoflavonoid kievitone: comparison with genistein.
PubMed: The Fusarium solani gene encoding kievitone hydratase, a secreted enzyme that catalyzes detoxification of a bean phytoalexin.
PubMed: An extracellular enzyme from Fusarium solani f. sp. phaseoli which catalyses hydration of the isoflavonoid phytoalexin, phaseollidin.
PubMed: Induction and purification of kievitone hydratase from Fusarium solani f. sp. phaseoli.
PubMed: Lipid peroxidation is a consequence of elicitor activity.
PubMed: Differential accumulation of plant defense gene transcripts in a compatible and an incompatible plant-pathogen interaction.
PubMed: Metabolic changes in elicitor-treated bean cells. Enzymic responses associated with rapid changes in cell wall components.
PubMed: Metabolic changes in elicitor-treated bean cells. Selectivity of enzyme induction in relation to phytoalexin accumulation.
PubMed: Effects of abscisic acid, cytokinins, and light on isoflavonoid phytoalexin accumulation inPhaseolus vulgaris L.
PubMed: Differential patterns of phytoalexin accumulation and enzyme induction in wounded and elicitor-treated tissues ofPhaseolus vulgaris.
PubMed: Sensitivity of Rhizobium to selected isoflavonoids.
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