ChemFOnt: Showing chemical card for (Z)-4-Hydroxy-6-dodecenoic acid lactone (CFc000013487)

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

CFc000013487

Molecule Identification

Common Name

(Z)-4-Hydroxy-6-dodecenoic acid lactone

Definition

(Z)-4-Hydroxy-6-dodecenoic acid 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
(Z)-4-Hydroxy-6-dodecenoate lactone	Generator
(+,-)-(Z)-6-Dodecen-4-olide	HMDB
(Z)-6-Dodecen-4-olide	HMDB
(Z)-6-Dodecen-laquo gammaraquo -lactone	HMDB
(Z)-6-Dodeceno-laquo gammaraquo -lactone	HMDB
(Z)-6-Dodecenyl-laquo gammaraquo -lactone	HMDB
(Z)-Dihydro-5-(2-octenyl)-2(3H)-furanone	HMDB
(Z)-Dihydro-5-(2-octenyl)furan-2(3H)-one	HMDB
(Z)-Dodec-6-en-4-olide	HMDB
5-[(2Z)-2-Octenyl]dihydro-2(3H)-furanone	HMDB
6-(Z)-Dodecen-laquo gammaraquo -lactone	HMDB
cis-1,4-Dodec-6-enolactone	HMDB
cis-4-Hydroxy-6-dodecenoic acid lactone	HMDB
cis-4-Hydroxydodec-6-enoic acid lactone	HMDB
cis-6-Dodecen-4-olide	HMDB
cis-Laquo gammaraquo -dodec-6-enolactone	HMDB
D-Glucono-1,4-lactone	HMDB
Dihydro-5-(2-octenyl)-(Z)-2(3H)-furanone	HMDB
gamma-Dodecen-6-lactone	HMDB
Laquo gammaraquo -6-(Z)-dodecenolactone	HMDB
Laquo gammaraquo -dodec-cis-6-enolactone	HMDB

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

5-[(2Z)-oct-2-en-1-yl]oxolan-2-one

Traditional Name

5-[(2Z)-oct-2-en-1-yl]oxolan-2-one

CAS Registry Number

18679-18-0

SMILES

CCCCC\C=C/CC1CCC(=O)O1

InChI Identifier

InChI=1S/C12H20O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h6-7,11H,2-5,8-10H2,1H3/b7-6-

InChI Key

QFXOXDSHNXAFEY-SREVYHEPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
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

Not Available

Functional Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032331)
Cell membrane (HMDB: HMDB0032331)

Source

Endogenous

Endogenous (HMDB: HMDB0032331)

Exogenous

Food

Food (HMDB: HMDB0032331)

Exogenous (HMDB: HMDB0032331)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	4.23	ALOGPS
logP	3.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-7	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	6	ChemAxon
Refractivity	57.97 m³·mol⁻¹	ChemAxon
Polarizability	23.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032331

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009601

KNApSAcK ID

Not Available

Chemspider ID

4509320

KEGG Compound ID

C03107

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352428

PDB ID

Not Available

ChEBI ID

16165

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (Z)-4-Hydroxy-6-dodecenoic acid lactone (CFc000013487)

MOL for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D MOL for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D SDF for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D-SDF for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

PDB for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D PDB for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

SMILES for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

INCHI for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

Structure for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D Structure for CFc000013487 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)