ChemFOnt: Showing chemical card for alpha-Campholonic acid (CFc000281338)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:37 UTC

Chemfont ID

CFc000281338

Molecule Identification

Common Name

alpha-Campholonic acid

Definition

Alpha-campholonic acid, also known as A-campholonate, belongs to iridoids and derivatives class of compounds. Those are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Alpha-campholonic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Alpha-campholonic acid can be found in common sage, which makes alpha-campholonic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(2,2,3-Trimethyl-4-oxocyclopentyl)acetate	Generator
a-Campholonate	Generator
a-Campholonic acid	Generator
alpha-Campholonate	Generator
Α-campholonate	Generator
Α-campholonic acid	Generator

Chemical Formula

C₁₀H₁₆O₃

Average Molecular Weight

184.2322

Monoisotopic Molecular Weight

184.109944378

IUPAC Name

2-(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid

Traditional Name

(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid

CAS Registry Number

24268-17-5

SMILES

CC1C(=O)CC(CC(O)=O)C1(C)C

InChI Identifier

InChI=1S/C10H16O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h6-7H,4-5H2,1-3H3,(H,12,13)

InChI Key

VRCGDJCVKWWRME-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Monocyclic monoterpenoid
11-noriridane monoterpenoid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301822)

Food

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.68 g/L	ALOGPS
logP	1.82	ALOGPS
logP	1.59	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.06 m³·mol⁻¹	ChemAxon
Polarizability	19.55 Å³	ChemAxon
Number of Rings	1	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

HMDB0301822

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001460

KNApSAcK ID

Not Available

Chemspider ID

35764365

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57455196

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-Campholonic acid (CFc000281338)

MOL for CFc000281338 (alpha-Campholonic acid)

3D MOL for CFc000281338 (alpha-Campholonic acid)

3D SDF for CFc000281338 (alpha-Campholonic acid)

3D-SDF for CFc000281338 (alpha-Campholonic acid)

PDB for CFc000281338 (alpha-Campholonic acid)

3D PDB for CFc000281338 (alpha-Campholonic acid)

SMILES for CFc000281338 (alpha-Campholonic acid)

INCHI for CFc000281338 (alpha-Campholonic acid)

Structure for CFc000281338 (alpha-Campholonic acid)

3D Structure for CFc000281338 (alpha-Campholonic acid)