ChemFOnt: Showing chemical card for Salicaldehyde (CFc000333308)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:16 UTC

Chemfont ID

CFc000333308

Molecule Identification

Common Name

Salicaldehyde

Definition

2-hydroxybenzaldehyde, also known as salicylal or O-formylphenol, is a member of the class of compounds known as hydroxybenzaldehydes. Hydroxybenzaldehydes are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. 2-hydroxybenzaldehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxybenzaldehyde is a cinnamon, cooling, and medical tasting compound and can be found in a number of food items such as peppermint, herbs and spices, tea, and common buckwheat, which makes 2-hydroxybenzaldehyde a potential biomarker for the consumption of these food products. 2-hydroxybenzaldehyde can be found primarily in feces. 2-hydroxybenzaldehyde exists in all eukaryotes, ranging from yeast to humans. 2-hydroxybenzaldehyde is a non-carcinogenic (not listed by IARC) potentially toxic compound. Salicylic aldehyde (2-hydroxybenzaldehyde) is the organic compound with the formula C6H4CHO-2-OH. Along with 3-hydroxybenzaldehyde and 4-hydroxybenzaldehyde, it is one of the three isomers of hydroxybenzaldehyde. This colorless oily liquid has a bitter almond odor at higher concentration. Salicylaldehyde is a key precursor to a variety chelating agents, some of which are commercially important .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
O-Formylphenol	ChEBI
O-Hydroxybenzaldehyde	ChEBI
Salicylal	ChEBI
Salicylaldehyd	ChEBI
Salizylaldehyd	ChEBI
2-Formylphenol	HMDB
FEMA 3004	HMDB
Salicylaldehyde, 8ci	HMDB
Salicylic aldehyde	HMDB
2-Hydroxybenzaldehyde	ChEBI
Salicylaldehyde ester	MeSH
2-Hydroxy-1-benzaldehyde	HMDB
Salicylaldehyde	HMDB

Chemical Formula

C₇H₆O₂

Average Molecular Weight

122.1213

Monoisotopic Molecular Weight

122.036779436

IUPAC Name

2-hydroxybenzaldehyde

Traditional Name

salicylaldehyde

CAS Registry Number

90-02-8

SMILES

OC1=C(C=O)C=CC=C1

InChI Identifier

InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H

InChI Key

SMQUZDBALVYZAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Hydroxybenzaldehydes

Alternative Parents

Substituents

Hydroxybenzaldehyde
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxybenzaldehyde (CHEBI:16008 )
a small molecule (SALICYLALDEHYDE )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0034170)

Food

Herb and spice

Herb

Dill (FooDB: FOOD00013)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	10.3 g/L	ALOGPS
logP	1.22	ALOGPS
logP	2.03	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	8.4	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.62 m³·mol⁻¹	ChemAxon
Polarizability	11.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon