ChemFOnt: Showing chemical card for Salicylates (CFc000281730)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:24 UTC

Chemfont ID

CFc000281730

Molecule Identification

Common Name

Salicylates

Definition

Salicylates, also known as 2-hydroxybenzoic acid or sal, is a member of the class of compounds known as salicylic acids. Salicylic acids are ortho-hydroxylated benzoic acids. Salicylates is soluble (in water) and a moderately acidic compound (based on its pKa). Salicylates can be found in a number of food items such as arabica coffee, apple, common thyme, and rosemary, which makes salicylates a potential biomarker for the consumption of these food products. Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). It has the formula C7H6O3. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. It is derived from the metabolism of salicin. In addition to serving as an important active metabolite of aspirin (acetylsalicylic acid), which acts in part as a prodrug to salicylic acid, it is probably best known for its use as a key ingredient in topical anti-acne products. The salts and esters of salicylic acid are known as salicylates .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxybenzoic acid ion(1-)	ChEBI
O-Hydroxybenzoate	ChEBI
sal	ChEBI
2-Hydroxybenzoate ion(1-)	Generator
O-Hydroxybenzoic acid	Generator
Salicylic acid	Generator

Chemical Formula

C₇H₅O₃

Average Molecular Weight

137.115

Monoisotopic Molecular Weight

137.024417601

IUPAC Name

2-carboxybenzen-1-olate

Traditional Name

2-carboxybenzenolate

CAS Registry Number

63-36-5

SMILES

OC(=O)C1=CC=CC=C1[O-]

InChI Identifier

InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1

InChI Key

YGSDEFSMJLZEOE-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acids

Alternative Parents

Substituents

Salicylic acid
Benzoic acid
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic anion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxybenzoate (CHEBI:30762 )
an aromatic carboxylate (CPD-110 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302214)

Apple (FooDB: FOOD00105)

Drupe

Apricot (FooDB: FOOD00144)
European plum (FooDB: FOOD00147)

Tropical fruit

Berry

Blackcurrant (FooDB: FOOD00155)
Common grape (FooDB: FOOD00204)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Vegetable

Fruit vegetable

Avocado (FooDB: FOOD00130)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Pepper (C. frutescens) (FooDB: FOOD00428)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Red beetroot (FooDB: FOOD00264)
Chicory (FooDB: FOOD00049)

Cabbage

Other vegetable

Okra (FooDB: FOOD00420)
Carob (FooDB: FOOD00321)

Tuber

Potato (FooDB: FOOD00175)
Arrowroot (FooDB: FOOD00290)

Leaf vegetable

Spinach (FooDB: FOOD00178)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Cereal and cereal product

Lentils (FooDB: FOOD00098)

Pea

Chickpea (FooDB: FOOD00047)
Black-eyed pea (FooDB: FOOD00523)

Soy

Soy bean (FooDB: FOOD00085)

Sesame (FooDB: FOOD00170)
Sunflower (FooDB: FOOD00086)

Gourd

Muskmelon (FooDB: FOOD00064)

Tea

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Biological role

Industrial application

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	28.2 g/L	ALOGPS
logP	1.09	ALOGPS
logP	1.98	ChemAxon
logS	-0.74	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	45.85 m³·mol⁻¹	ChemAxon
Polarizability	12.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302214

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003693

KNApSAcK ID

C00018007

Chemspider ID

4964

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

30762

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Salicylates (CFc000281730)

MOL for CFc000281730 (Salicylates)

3D MOL for CFc000281730 (Salicylates)

3D SDF for CFc000281730 (Salicylates)

3D-SDF for CFc000281730 (Salicylates)

PDB for CFc000281730 (Salicylates)

3D PDB for CFc000281730 (Salicylates)

SMILES for CFc000281730 (Salicylates)

INCHI for CFc000281730 (Salicylates)

Structure for CFc000281730 (Salicylates)

3D Structure for CFc000281730 (Salicylates)