ChemFOnt: Showing chemical card for (1R,2R,3S,1'S)-Nepetalinic acid (CFc000335843)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:38 UTC

Chemfont ID

CFc000335843

Molecule Identification

Common Name

(1R,2R,3S,1'S)-Nepetalinic acid

Definition

Constituent of oil of catnip. (1R,2R,3S,1'S)-Nepetalinic acid is found in tea and herbs and spices.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,2R,3S,1'r)-Nepetalinate	Generator
2-(1-Carboxyethyl)-5-methylcyclopentane-1-carboxylate	HMDB

Chemical Formula

C₁₀H₁₆O₄

Average Molecular Weight

200.2316

Monoisotopic Molecular Weight

200.104859

IUPAC Name

2-(1-carboxyethyl)-5-methylcyclopentane-1-carboxylic acid

Traditional Name

2-(1-carboxyethyl)-5-methylcyclopentane-1-carboxylic acid

CAS Registry Number

32603-11-5

SMILES

CC(C1CCC(C)C1C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H16O4/c1-5-3-4-7(6(2)9(11)12)8(5)10(13)14/h5-8H,3-4H2,1-2H3,(H,11,12)(H,13,14)

InChI Key

OIFCPZGZZQQDNO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Dicarboxylic 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: HMDB34971)

Food

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8 g/L	ALOGPS
logP	1.24	ALOGPS
logP	1.69	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.18 m³·mol⁻¹	ChemAxon
Polarizability	20.26 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

HMDB0034971

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013569

KNApSAcK ID

Not Available

Chemspider ID

35013806

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15560389

PDB ID

Not Available

ChEBI ID

172073

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (1R,2R,3S,1'S)-Nepetalinic acid (CFc000335843)

MOL for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

3D MOL for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

3D SDF for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

3D-SDF for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

PDB for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

3D PDB for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

SMILES for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

INCHI for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

Structure for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)

3D Structure for CFc000335843 ((1R,2R,3S,1'S)-Nepetalinic acid)