Showing chemical card for Epidihydrophaseic acid (CFc000019561)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:34 UTC

Chemfont ID

CFc000019561

Molecule Identification

Common Name

Epidihydrophaseic acid

Definition

Epidihydrophaseic acid is found in pulses. Epidihydrophaseic acid is isolated from French beans.

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000019561 (Epidihydrophaseic acid)

C\C(\C=C\C1(O)C2(C)COC1(C)CC(O)C2)=C/C(O)=O

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INCHI for CFc000019561 (Epidihydrophaseic acid)

InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6+

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Structure for CFc000019561 (Epidihydrophaseic acid)

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3D Structure for CFc000019561 (Epidihydrophaseic acid)

Synonyms

Value	Source
Epidihydrophaseate	Generator
(2E,4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate	HMDB

Chemical Formula

C₁₅H₂₂O₅

Average Molecular Weight

282.3322

Monoisotopic Molecular Weight

282.146723814

IUPAC Name

(2E,4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acid

Traditional Name

(2E,4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acid

CAS Registry Number

60102-38-7

SMILES

C\C(\C=C\C1(O)C2(C)COC1(C)CC(O)C2)=C/C(O)=O

InChI Identifier

InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6+

InChI Key

XIVFQYWMMJWUCD-UMCKCUICSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Medium-chain fatty acids
Heterocyclic fatty acids
Hydroxy fatty acids
Methyl-branched fatty acids
Oxepanes
Unsaturated fatty acids
Tertiary alcohols
Tetrahydrofurans
Cyclic alcohols and derivatives
Secondary alcohols
Oxacyclic compounds
Monocarboxylic acids and derivatives
Carboxylic acids
Dialkyl ethers
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

Abscisic acid
Medium-chain fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Oxepane
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038661)
Extracellular (HMDB: HMDB0038661)
Cytoplasm (HMDB: HMDB0038661)
Cell membrane (HMDB: HMDB0038661)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038661)

Source

Endogenous

Endogenous (HMDB: HMDB0038661)

Plant

Fabaceae (HMDB: HMDB0038661)

Animal

Animal (HMDB: HMDB0038661)

Exogenous

Food

Food (HMDB: HMDB0038661)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0038661)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038661)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038661)

Lipid metabolism pathway (HMDB: HMDB0038661)

Cellular process

Cell signaling (HMDB: HMDB0038661)

Biochemical process

Lipid transport (HMDB: HMDB0038661)

Role

Biological role

Energy source (HMDB: HMDB0038661)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038661)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.13 g/L	ALOGPS
logP	0.62	ALOGPS
logP	0.5	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75 m³·mol⁻¹	ChemAxon
Polarizability	29.82 Å³	ChemAxon
Number of Rings	2	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

HMDB0038661

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018060

KNApSAcK ID

C00033819

Chemspider ID

35014625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14160513

PDB ID

Not Available

ChEBI ID

174701

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Epidihydrophaseic acid (CFc000019561)

MOL for CFc000019561 (Epidihydrophaseic acid)

3D MOL for CFc000019561 (Epidihydrophaseic acid)

3D SDF for CFc000019561 (Epidihydrophaseic acid)

3D-SDF for CFc000019561 (Epidihydrophaseic acid)

PDB for CFc000019561 (Epidihydrophaseic acid)

3D PDB for CFc000019561 (Epidihydrophaseic acid)

SMILES for CFc000019561 (Epidihydrophaseic acid)

INCHI for CFc000019561 (Epidihydrophaseic acid)

Structure for CFc000019561 (Epidihydrophaseic acid)

3D Structure for CFc000019561 (Epidihydrophaseic acid)