ChemFOnt: Showing chemical card for 1,4-Dihydroxy-2-naphthoic acid (CFc000223748)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:45:39 UTC

Chemfont ID

CFc000223748

Molecule Identification

Common Name

1,4-Dihydroxy-2-naphthoic acid

Definition

1,4-dihydroxy-2-naphthoate belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. 1,4-dihydroxy-2-naphthoate has been detected, but not quantified in, several different foods, such as oregon yampahs (Perideridia oregana), chinese mustards (Brassica juncea), pigeon peas (Cajanus cajan), malus (crab apple), and common grapes (Vitis vinifera). This could make 1,4-dihydroxy-2-naphthoate a potential biomarker for the consumption of these foods. 1,4-dihydroxy-2-naphthoate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 1,4-dihydroxy-2-naphthoate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-Dihydroxy-2-naphthalenecarboxylic acid	ChEBI
1,4-Dihydroxy-2-naphthoic acid	Kegg
1,4-Dihydroxy-2-naphthalenecarboxylate	Generator

Chemical Formula

C₁₁H₈O₄

Average Molecular Weight

204.1788

Monoisotopic Molecular Weight

204.042258744

IUPAC Name

1,4-dihydroxynaphthalene-2-carboxylic acid

Traditional Name

1,4-dihydroxy-2-naphthoic acid

CAS Registry Number

31519-22-9

SMILES

OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1

InChI Identifier

InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)

InChI Key

VOJUXHHACRXLTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalenecarboxylic acids

Alternative Parents

Substituents

2-naphthalenecarboxylic acid
Dihydroxybenzoic acid
1-naphthol
Hydroxybenzoic acid
Salicylic acid or derivatives
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

naphthalenediols (CHEBI:18094 )
dihydroxy monocarboxylic acid (CHEBI:18094 )
naphthoic acid (CHEBI:18094 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.65 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.66	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.44	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	53.73 m³·mol⁻¹	ChemAxon
Polarizability	19.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon