Showing Compound 2-Hydroxybenzaldehyde (FDB012456)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:11 UTC

Update date

2020-09-17 15:35:45 UTC

Primary ID

FDB012456

Secondary Accession Numbers

FDB003871

Chemical Information

FooDB Name

2-Hydroxybenzaldehyde

Description

Salicyladehyde or 2-Hydroxybenzaldehyde, also known as salicylal or o-formylphenol, 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. Salicylaldehyde is a colorless oily liquid. At high concentrations it has a bitter almond odor. In nature, salicylaldehyde has been identified as the metabolite responsible for the characteristic aroma of buckwheat (PMID: 26003350). It is also a component of castoreum, used in perfumery (PMID: 24249178). The defensive secretions of some leaf beatle species, such as the red poplar leaf beetle, also contain salicylaldehyde (PMID: 27033853).

CAS Number

90-02-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Formylphenol	HMDB
2-Hydroxy-1-benzaldehyde	HMDB
2-Hydroxybenzaldehyde	ChEBI
FEMA 3004	HMDB
O-Formylphenol	ChEBI
O-formylphenol	biospider
O-Hydroxybenzaldehyde	ChEBI
O-hydroxybenzaldehyde	biospider
Salicylal	ChEBI
Salicylaldehyd	ChEBI

Showing 1 to 10 of 16 entries

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

Chemical Formula

C7H6O2

IUPAC name

2-hydroxybenzaldehyde

InChI Identifier

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

InChI Key

SMQUZDBALVYZAC-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC=CC=C1C=O

Average Molecular Weight

122.1213

Monoisotopic Molecular Weight

122.036779436

Classification

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Poaceae

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp18 86°	DFC
Charge	Not Available
Density	d204 1.17	DFC
Experimental logP	1.81	HANSCH,C ET AL. (1995)
Experimental pKa	pKa1 8.37 (25°)	DFC
Experimental Water Solubility	17 mg/mL at 86 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Isoelectric point	Not Available
Mass Composition	C 68.85%; H 4.95%; O 26.20%	DFC
Melting Point	Fp 0.7°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-00di-9600000000-af7c15a0b15606c87955	2014-09-20	View Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00di-8900000000-583bbd8c5848ff6c26b1	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00di-9800000000-e0a9ad2626c3dba695db	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00dr-9500000000-e18d8d6fc6476767e239	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00kf-3900000000-632e662634ab33df04b6	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00di-8900000000-583bbd8c5848ff6c26b1	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00di-9800000000-e0a9ad2626c3dba695db	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00dr-9500000000-e18d8d6fc6476767e239	Spectrum
GC-MS	Salicaldehyde, non-derivatized, GC-MS Spectrum	splash10-00kf-3900000000-632e662634ab33df04b6	Spectrum
Predicted GC-MS	Salicaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-6900000000-f3f3aaf417e6320169c2	Spectrum
Predicted GC-MS	Salicaldehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9700000000-ad6e9da1650fde48af74	Spectrum
Predicted GC-MS	Salicaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Salicaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-00di-0900000000-be0f193ffc0b577e05b8	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-00di-0900000000-f6bbf793b513247a43f9	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-00di-0900000000-1fd6de1de02ee87b504b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-00di-0900000000-ee44a10727fab869a4d2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-00di-0900000000-690d3ae60cf893b9ff06	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-00di-0900000000-d8a2c0fadb6a182d8f0a	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-00di-2900000000-97030dc87c10651e96a2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-00dj-5900000000-8d437ad0fdcd47cd7bcb	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-006t-9600000000-f45ab5984169c5818bcb	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-0900000000-71123584d3741c4699ab	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-1255ecd1c31ba1344679	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2900000000-a6ed64aa8049a5f6c188	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-a9b45cf42b4fda665c1d	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-028de9906ead3d0f2c4f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-de8eee3eed47a07dd7d8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fxx-9100000000-8365be7aef3c22b70d98	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fs-3900000000-5b3e0b81e8c054ff2cf6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0cdj-9400000000-9a54f9d98b585a8691d9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-23bd778d9581ae5a1f0d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-4900000000-f0356154a12f6010da9e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-d0111d930d0fb38e1292	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-f94ec230876fa6f26623	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, benzene, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, benzene, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

16008

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34170

CRC / DFC (Dictionary of Food Compounds) ID

HHB01-Z:HHB01-Z

EAFUS ID

3360

Dr. Duke ID

2-HYDROXY-BENZALDEHYDE|SALICYLALDEHYDE

BIGG ID

Not Available

KNApSAcK ID

C00031273

HET ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1028641

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
allelochemic			DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
sprout inhibitor	35222	A substance that diminishes the rate of a chemical reaction.	DUKE

Showing 1 to 5 of 5 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
cinnamon	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cooling	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
medical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wintergreen	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.