ChemFOnt: Showing chemical card for Dihydrowyerone acid (CFc000020387)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:44 UTC

Chemfont ID

CFc000020387

Molecule Identification

Common Name

Dihydrowyerone acid

Definition

Dihydrowyerone acid is found in pulses. Dihydrowyerone acid is a constituent of broad bean Vicia faba infected with Botrytis species.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z)-3-[5-(Hept-2-ynoyl)furan-2-yl]prop-2-enoate	HMDB

Chemical Formula

C₁₄H₁₄O₄

Average Molecular Weight

246.2586

Monoisotopic Molecular Weight

246.089208936

IUPAC Name

(2Z)-3-[5-(hept-2-ynoyl)furan-2-yl]prop-2-enoic acid

Traditional Name

(2Z)-3-[5-(hept-2-ynoyl)furan-2-yl]prop-2-enoic acid

CAS Registry Number

70711-57-8

SMILES

CCCCC#CC(=O)C1=CC=C(O1)\C=C/C(O)=O

InChI Identifier

InChI=1S/C14H14O4/c1-2-3-4-5-6-12(15)13-9-7-11(18-13)8-10-14(16)17/h7-10H,2-4H2,1H3,(H,16,17)/b10-8-

InChI Key

RZGRQFVNPYQSLD-NTMALXAHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Aryl ketone
Furan
Heteroaromatic compound
Alpha,beta-unsaturated ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Biological location

Cellular substructure

Adiposome (HMDB: HMDB0039493)

Biofluid or Excreta

Urine (HMDB: HMDB0039493)

Route of exposure

Ingestion (HMDB: HMDB0039493)

Endogenous (HMDB: HMDB0039493)

Fabaceae (HMDB: HMDB0039493)

Animal (HMDB: HMDB0039493)

Food (HMDB: HMDB0039493)

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0039493)

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039493)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039493)

Lipid metabolism pathway (HMDB: HMDB0039493)

Cellular process

Cell signaling (HMDB: HMDB0039493)

Biochemical process

Lipid transport (HMDB: HMDB0039493)

Biological role

Energy source (HMDB: HMDB0039493)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant (HMDB: HMDB0039493)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.13	ALOGPS
logP	3.25	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	2.21	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	68.18 m³·mol⁻¹	ChemAxon
Polarizability	26.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available