ChemFOnt: Showing chemical card for alpha-3-Oxo-damascone (CFc000282570)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:03 UTC

Chemfont ID

CFc000282570

Molecule Identification

Common Name

alpha-3-Oxo-damascone

Definition

Alpha-3-oxo-damascone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-3-oxo-damascone can be found in common grape, which makes alpha-3-oxo-damascone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
a-3-oxo-Damascone	Generator
Α-3-oxo-damascone	Generator

Chemical Formula

C₁₃H₁₈O₂

Average Molecular Weight

206.2808

Monoisotopic Molecular Weight

206.13067982

IUPAC Name

(4S)-4-[(2E)-but-2-enoyl]-3,5,5-trimethylcyclohex-2-en-1-one

Traditional Name

(4S)-4-[(2E)-but-2-enoyl]-3,5,5-trimethylcyclohex-2-en-1-one

CAS Registry Number

None

SMILES

C\C=C\C(=O)[C@@H]1C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C13H18O2/c1-5-6-11(15)12-9(2)7-10(14)8-13(12,3)4/h5-7,12H,8H2,1-4H3/b6-5+/t12-/m0/s1

InChI Key

CATMHDIEBOVJJJ-FYJFLYSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303054)

Food

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	3.05	ALOGPS
logP	3.01	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	16.71	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.76 m³·mol⁻¹	ChemAxon
Polarizability	23.46 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

HMDB0303054

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007535

KNApSAcK ID

Not Available

Chemspider ID

59696437

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 alpha-3-Oxo-damascone (CFc000282570)

MOL for CFc000282570 (alpha-3-Oxo-damascone)

3D MOL for CFc000282570 (alpha-3-Oxo-damascone)

3D SDF for CFc000282570 (alpha-3-Oxo-damascone)

3D-SDF for CFc000282570 (alpha-3-Oxo-damascone)

PDB for CFc000282570 (alpha-3-Oxo-damascone)

3D PDB for CFc000282570 (alpha-3-Oxo-damascone)

SMILES for CFc000282570 (alpha-3-Oxo-damascone)

INCHI for CFc000282570 (alpha-3-Oxo-damascone)

Structure for CFc000282570 (alpha-3-Oxo-damascone)

3D Structure for CFc000282570 (alpha-3-Oxo-damascone)