ChemFOnt: Showing chemical card for 2-Hydroxycampholonic acid (CFc000281337)

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

CFc000281337

Molecule Identification

Common Name

2-Hydroxycampholonic acid

Definition

2-hydroxycampholonic acid 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. 2-hydroxycampholonic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 2-hydroxycampholonic acid can be found in common sage, which makes 2-hydroxycampholonic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(3-Hydroxy-2,2,3-trimethyl-4-oxocyclopentyl)acetate	Generator
2-Hydroxycampholonate	Generator

Chemical Formula

C₁₀H₁₆O₄

Average Molecular Weight

200.2316

Monoisotopic Molecular Weight

200.104859

IUPAC Name

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

Traditional Name

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

CAS Registry Number

141717-34-2

SMILES

CC1(C)C(CC(O)=O)CC(=O)C1(C)O

InChI Identifier

InChI=1S/C10H16O4/c1-9(2)6(5-8(12)13)4-7(11)10(9,3)14/h6,14H,4-5H2,1-3H3,(H,12,13)

InChI Key

OBFKTGKIOIHLFK-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

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301821)

Food

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	20.6 g/L	ALOGPS
logP	0.6	ALOGPS
logP	0.76	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.54 m³·mol⁻¹	ChemAxon
Polarizability	20.31 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

HMDB0301821

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001459

KNApSAcK ID

Not Available

Chemspider ID

59696190

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85643153

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Hydroxycampholonic acid (CFc000281337)

MOL for CFc000281337 (2-Hydroxycampholonic acid)

3D MOL for CFc000281337 (2-Hydroxycampholonic acid)

3D SDF for CFc000281337 (2-Hydroxycampholonic acid)

3D-SDF for CFc000281337 (2-Hydroxycampholonic acid)

PDB for CFc000281337 (2-Hydroxycampholonic acid)

3D PDB for CFc000281337 (2-Hydroxycampholonic acid)

SMILES for CFc000281337 (2-Hydroxycampholonic acid)

INCHI for CFc000281337 (2-Hydroxycampholonic acid)

Structure for CFc000281337 (2-Hydroxycampholonic acid)

3D Structure for CFc000281337 (2-Hydroxycampholonic acid)