ChemFOnt: Showing chemical card for 2-Hydroxy-3-methyl-2-cyclopenten-1-one (CFc000282679)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:15 UTC

Chemfont ID

CFc000282679

Molecule Identification

Common Name

2-Hydroxy-3-methyl-2-cyclopenten-1-one

Definition

2-hydroxy-3-methyl-2-cyclopenten-1-one, also known as cyclotene, is a member of the class of compounds known as cyclic ketones. Cyclic ketones are organic compounds containing a ketone that is conjugated to a cyclic moiety. 2-hydroxy-3-methyl-2-cyclopenten-1-one is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxy-3-methyl-2-cyclopenten-1-one is a caramel, maple, and maple syrup tasting compound and can be found in a number of food items such as pepper (c. annuum), green bell pepper, red bell pepper, and yellow bell pepper, which makes 2-hydroxy-3-methyl-2-cyclopenten-1-one a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-1-methylcyclopenten-3-one	MeSH
Cyclotene	MeSH

Chemical Formula

C₆H₈O₂

Average Molecular Weight

112.1265

Monoisotopic Molecular Weight

112.0524295

IUPAC Name

2-hydroxy-3-methylcyclopent-2-en-1-one

Traditional Name

cyclotene

CAS Registry Number

80-71-7

SMILES

CC1=C(O)C(=O)CC1

InChI Identifier

InChI=1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h8H,2-3H2,1H3

InChI Key

CFAKWWQIUFSQFU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Enol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Exogenous (HMDB: HMDB0303163)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	198 g/L	ALOGPS
logP	-0.19	ALOGPS
logP	0.77	ChemAxon
logS	0.25	ALOGPS
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.99 m³·mol⁻¹	ChemAxon
Polarizability	11.5 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

External Links

HMDB ID

HMDB0303163

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008103

KNApSAcK ID

Not Available

Chemspider ID

6408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Hydroxy-3-methyl-2-cyclopenten-1-one (CFc000282679)

MOL for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

3D MOL for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

3D SDF for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

3D-SDF for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

PDB for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

3D PDB for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

SMILES for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

INCHI for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

Structure for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)

3D Structure for CFc000282679 (2-Hydroxy-3-methyl-2-cyclopenten-1-one)