Showing Compound Ethyl vanillin (FDB000841)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:44 UTC

Update date

2018-05-28 23:03:35 UTC

Primary ID

FDB000841

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ethyl vanillin

Description

Ethyl vanillin, also known as bourbonal or ethyl protal, 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. Ethyl vanillin is a sweet, caramel, and creamy tasting compound. Based on a literature review a significant number of articles have been published on Ethyl vanillin.

CAS Number

121-32-4

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-Ethoxy-4-formylphenol	ChEBI
3-Ethoxyprotocatechualdehyde	ChEBI
4-Hydroxy-3-ethoxybenzaldehyde	ChEBI
Bourbonal	ChEBI
Ethyl protal	ChEBI
Vanilal	ChEBI
3-Ethoxy-4-hydroxybenzaldehyde	MeSH
3-ETHOXY-4-hydroxy-benzaldehyde	HMDB
Aethylvanillin	HMDB
Ethavan	HMDB
Ethovan	HMDB
Ethyl proto-catechualdehyde-3-ethyl ether	HMDB
Ethyl protocatechualdehyde	HMDB
Ethyl vanillin (NF)	HMDB
Ethyl vanillin, usan?	HMDB
Ethyl-vanillin	HMDB
Ethylprotal	HMDB
Ethylprotocatechualdehyde-3-ethyl ether	HMDB
Ethylprotocatechuic aldehyde	HMDB
Ethylvanillin	HMDB
FEMA 2464	HMDB
Protocatechuic aldehyde 3-ethyl ether	HMDB
Protocatechuic aldehyde ethyl ether	HMDB
Quantrovanil	HMDB
Quantrovanil, vanillal	HMDB
Rhodiarome	HMDB
Vanbeenol	HMDB
Vanillal	HMDB
Vanirom	HMDB
Vanirome	HMDB
3-ETHOXY-4-HYDROXY-BENZALDEHYDE	biospider
Benzaldehyde, 3-ethoxy-4-hydroxy-	biospider
Ethyl vanillin	biospider
Ethyl vanillin, USAN?	db_source
Vanillin, ethyl-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	2.72 g/L	ALOGPS
logP	1.82	ALOGPS
logP	1.58	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.83 m³·mol⁻¹	ChemAxon
Polarizability	17 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

Chemical Formula

C9H10O3

IUPAC name

3-ethoxy-4-hydroxybenzaldehyde

InChI Identifier

InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3

InChI Key

CBOQJANXLMLOSS-UHFFFAOYSA-N

Isomeric SMILES

CCOC1=C(O)C=CC(C=O)=C1

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

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
Phenoxy compound
Phenol ether
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:48408 )
phenols (CHEBI:48408 )
benzaldehydes (CHEBI:48408 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 65.05%; H 6.07%; O 28.88%	DFC
Melting Point	Mp 76-78°	DFC
Boiling Point	Bp 285°	DFC
Experimental Water Solubility	2.82 mg/mL at 25 oC	JIN,LJ et al. (1998)
Experimental logP	1.58	BAZACO,JF & COCA,CM (1989)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-7900000000-82021b1b58fb03cd9cc6	Spectrum
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-8900000000-120b162ff2c185f413bb	Spectrum
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-4900000000-5cc4d780ed9e9279561d	Spectrum
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-7900000000-82021b1b58fb03cd9cc6	Spectrum
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-8900000000-120b162ff2c185f413bb	Spectrum
GC-MS	Ethyl vanillin, non-derivatized, GC-MS Spectrum	splash10-000i-4900000000-5cc4d780ed9e9279561d	Spectrum
Predicted GC-MS	Ethyl vanillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-0900000000-afc9dd7ed64604d0102f	Spectrum
Predicted GC-MS	Ethyl vanillin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-4950000000-a33f56f4bc60325bef65	Spectrum
Predicted GC-MS	Ethyl vanillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-014r-1900000000-7731b0038b523b919463	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014r-1900000000-8df27c702ca0792480d1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0006-9400000000-f2fc05096f0752c35b85	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-000l-6900000000-bfaf6c2a0d0819eff8d9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0006-9100000000-b60e34d7d812476e3976	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0006-9200000000-301672a18e1b7b1a036b	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-89239990c4a10955d988	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-1900000000-5c128876e8bad02cc839	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fu-9700000000-bf41857855baca586fed	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-6b1cd6daa42968b433bc	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014r-1900000000-270e0adeb0ef058d650d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052s-9700000000-34282a16d387610767af	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-eab654448b8a4a51a1c6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-0900000000-5d7d62f2d4ae53ba017f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9500000000-b30c8cfc66d63ac1989c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-89f6c95a9e36813efac2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-751f2c2b53ed77f719ae	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00o0-9200000000-3f9070e823d202f2c5aa	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

8154

ChEMBL ID

CHEMBL508676

KEGG Compound ID

Not Available

Pubchem Compound ID

8467

Pubchem Substance ID

Not Available

ChEBI ID

48408

Phenol-Explorer ID

728

DrugBank ID

Not Available

HMDB ID

HMDB29665

CRC / DFC (Dictionary of Food Compounds) ID

HCW75-Q:BJR65-X

EAFUS ID

1320

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1002651

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

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Ethyl vanillin (FDB000841)

Structure for FDB000841 (Ethyl vanillin)