Showing Compound Kievitone (FDB012516)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:13 UTC

Update date

2019-11-26 03:06:56 UTC

Primary ID

FDB012516

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Kievitone

Description

Kievitone belongs to the class of organic compounds known as 8-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 8-position. Thus, kievitone is considered to be a flavonoid. Kievitone has been detected, but not quantified in, several different foods, such as scarlet beans (Phaseolus coccineus), green beans (Phaseolus vulgaris), adzuki beans (Vigna angularis), climbing beans (Vigna umbellata), and pulses. This could make kievitone a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Kievitone.

CAS Number

40105-60-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
Phaseolus substance II	HMDB
Vignatin	HMDB
3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9CI	db_source
Kievitone	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	2.99	ALOGPS
logP	4.15	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.9 m³·mol⁻¹	ChemAxon
Polarizability	36.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C20H20O6

IUPAC name

3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

InChI Identifier

InChI=1S/C20H20O6/c1-10(2)3-5-13-16(23)8-17(24)18-19(25)14(9-26-20(13)18)12-6-4-11(21)7-15(12)22/h3-4,6-8,14,21-24H,5,9H2,1-2H3

InChI Key

MERHMOCEIBOOMA-UHFFFAOYSA-N

Isomeric SMILES

CC(C)=CCC1=C2OCC(C(=O)C2=C(O)C=C1O)C1=C(O)C=C(O)C=C1

Average Molecular Weight

356.3692

Monoisotopic Molecular Weight

356.125988372

Classification

Description

Belongs to the class of organic compounds known as 8-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

8-prenylated isoflavanones

Alternative Parents

Substituents

8-prenylated isoflavanone
Isoflavanol
Hydroxyisoflavonoid
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Resorcinol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavanone (CHEBI:16832 )
isoflavanones (C01590 )
Isoflavonoids (C01590 )
Isoflavonoids (LMPK12050479 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant:

Fabaceae

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 67.41%; H 5.66%; O 26.94%	DFC
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	340 () (MeOH) (Berdy)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Kievitone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-3519000000-da2fbf88884ce450dacf	Spectrum
Predicted GC-MS	Kievitone, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fir-2040049000-acf25239ce602f7d7b4f	Spectrum
Predicted GC-MS	Kievitone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-066r-0908000000-ac5a1b5a11ad45b629c0	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-0670-0695000000-fdca1f6722088a1e91e7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-0a4r-0719000000-24427df99d27a8f74848	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0pbi-0519000000-1a952bf325e790cb7aad	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-066r-0908000000-8b29fbc9ae9ccb1ef85d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-0002-0292000000-6f9d77477e5ef4d9de2d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0pbi-0519000000-509a0c0735c77eaf74a3	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0129000000-d1b882cd2681756e738e	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0l70-3869000000-1063d83e3b9621bbf071	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014r-3911000000-5c02aabd4e5e8e2882c4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0109000000-f06e5345ef8f8de68374	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0947000000-ddbfd90b5c91692e7c6a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-3910000000-2166b37c455e5fb8d0af	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-0a6526e745d11b23421e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0139000000-43a4e25dbc7fc7fb8e75	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001c-5963000000-0d75ead344fa37e07a3a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pba-0229000000-ca8448be9458beb4da9b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0k9i-1839000000-a24e4ac95d74cc286a32	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kr-2941000000-1af114de843f03030af1	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

106542

ChEMBL ID

Not Available

KEGG Compound ID

C01590

Pubchem Compound ID

119269

Pubchem Substance ID

Not Available

ChEBI ID

16832

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34213

CRC / DFC (Dictionary of Food Compounds) ID

HHQ84-X:HHQ84-X

EAFUS ID

Not Available

Dr. Duke ID

KIEVITONE

BIGG ID

Not Available

KNApSAcK ID

C00002541

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anti bacterial	33282	An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis.	DUKE
Fungicide	24127	An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.	DUKE
Pesticide	25944	An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.	DUKE
Anti neoplastic	35610	An agent that inhibits or suppresses the growth and proliferation of cancer cells, playing a crucial role in cancer treatment. Therapeutically, it is used to induce apoptosis, prevent tumor progression, and enhance patient survival. Key medical uses include chemotherapy, radiation therapy, and targeted therapy for various types of cancer, such as leukemia, breast, lung, and colon cancer.	CHEBI