ChemFOnt: Showing chemical card for 4-Hydroxy-2-butenoic acid gamma-lactone (CFc000013486)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:53 UTC

Chemfont ID

CFc000013486

Molecule Identification

Common Name

4-Hydroxy-2-butenoic acid gamma-lactone

Definition

4-Hydroxy-2-butenoic acid gamma-lactone is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2(5H)-Furanone	ChEBI
2-Buten-4-olide	ChEBI
2-Butenolide	ChEBI
2-oxo-2,5-Dihydrofuran	ChEBI
4-Hydroxy-2-butenoic acid lactone	ChEBI
alpha,beta-Crotonolactone	ChEBI
Butenolide	ChEBI
gamma-Crotonolactone	ChEBI
gamma-Hydroxycrotonic acid lactone	ChEBI
4-Hydroxy-2-butenoate lactone	Generator
a,b-Crotonolactone	Generator
Α,β-crotonolactone	Generator
g-Crotonolactone	Generator
Γ-crotonolactone	Generator
g-Hydroxycrotonate lactone	Generator
g-Hydroxycrotonic acid lactone	Generator
gamma-Hydroxycrotonate lactone	Generator
Γ-hydroxycrotonate lactone	Generator
Γ-hydroxycrotonic acid lactone	Generator
4-Hydroxy-2-butenoate g-lactone	Generator
4-Hydroxy-2-butenoate gamma-lactone	Generator
4-Hydroxy-2-butenoate γ-lactone	Generator
4-Hydroxy-2-butenoic acid g-lactone	Generator
4-Hydroxy-2-butenoic acid γ-lactone	Generator
2(5H)-Furanone (laquo gammaraquo -crotonolactone)	HMDB
2-(5H)-Furanone	HMDB
2-Buten-1,4-olide	HMDB
2-Butenoic acid gamma-lactone	HMDB
2-Butenoic acid, 4-hydroxy-, gamma-lactone	HMDB
2-Butenoic acid, 4-hydroxy-, laquo gammaraquo -lactone	HMDB
2-Butenoic acid-gamma-lactone	HMDB
2-Butenoic acid-laquo gammaraquo -lactone	HMDB
2-oxo-2,5-Dihydrofuran(2-[5H]-furanone)	HMDB
4-Hydroxy-2-butenoic acid laquo gammaraquo -lactone	HMDB
4-Hydroxycrotonic acid gamma-lactone	HMDB
5 H-Furan-2-one	HMDB
5H-Furan-2-one	HMDB
alpha,alpha,beta-Butolide	HMDB
Crotonic acid, 4-hydroxy-, gamma-lactone (6ci,7ci)	HMDB
Crotonic acid, 4-hydroxy-, laquo gammaraquo -lactone	HMDB
Crotonolactone	HMDB
delta,alpha,beta-Butenolide	HMDB
Furan-2(5H)-one	HMDB
gamma-Crotolactone	HMDB
Isocrotonolactone	HMDB
Laquo deltaraquo ,alpha,beta-butenolide	HMDB
Laquo gammaraquo -crotolactone	HMDB
Laquo gammaraquo -crotonolactone	HMDB
Laquo gammaraquo -hydroxycrotonic acid lactone	HMDB
2-b4O	HMDB
2-Furanone	HMDB

Chemical Formula

C₄H₄O₂

Average Molecular Weight

84.0734

Monoisotopic Molecular Weight

84.021129372

IUPAC Name

2,5-dihydrofuran-2-one

Traditional Name

2-(5H)-furanone

CAS Registry Number

497-23-4

SMILES

O=C1OCC=C1

InChI Identifier

InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2

InChI Key

VIHAEDVKXSOUAT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

butenolide (CHEBI:38118 )

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Buttery

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032330)
Cytoplasm (HMDB: HMDB0032330)

Source

Endogenous

Endogenous (HMDB: HMDB0032330)

Exogenous

Food

Food (HMDB: HMDB0032330)

Exogenous (HMDB: HMDB0032330)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	187 g/L	ALOGPS
logP	0.12	ALOGPS
logP	0.54	ChemAxon
logS	0.35	ALOGPS
pKa (Strongest Acidic)	7.37	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	21.25 m³·mol⁻¹	ChemAxon
Polarizability	7.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon