vanillin (CHEBI:18346) (2024)

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CHEBI:18346 - vanillin

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vanillin (CHEBI:18346) (1) vanillin (CHEBI:18346) (2)
ChEBI Name vanillin
ChEBI ID CHEBI:18346
Definition A member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively.
Stars vanillin (CHEBI:18346) (3)vanillin (CHEBI:18346) (4)vanillin (CHEBI:18346) (5) This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1842, CHEBI:48387, CHEBI:15302, CHEBI:20380
Supplier Information
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Wikipedia License
vanillin (CHEBI:18346) (6)
Read full article at Wikipedia
Formula C8H8O3
Net Charge 0
Average Mass 152.149
Monoisotopic Mass 152.04734
InChI InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
InChIKey MWOOGOJBHIARFG-UHFFFAOYSA-N
SMILES [H]C(=O)C1=CC(OC)=C(O)C=C1
Metabolite of Species Details
Beilschmiedia tsangii (IPNI:462970-1) Found in root (BTO:0001188). Cold MeOH extract of dry and sliced roots See: PubMed
Pisonia aculeata (NCBI:txid363212) Found in stem (BTO:0001300). Cold methanolic extract of dried stems and roots See: PubMed
Pisonia aculeata (NCBI:txid363212) Found in root (BTO:0001188). Cold methanolic extract of dried stems and roots See: PubMed
Panax japonicus var. major (NCBI:txid45211) Found in root (BTO:0001188). Ethanolic extract of dried and pulverized roots See: PubMed
Roles Classification
Chemical Role(s): antioxidant

A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s): plant metabolite

Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

flavouring agent

A food additive that is used to added improve the taste or odour of a food.

Application(s): anti-inflammatory agent

Any compound that has anti-inflammatory effects.

anticonvulsant

A drug used to prevent seizures or reduce their severity.

flavouring agent

A food additive that is used to added improve the taste or odour of a food.

View more via ChEBI Ontology
ChEBI Ontology
Outgoing vanillin (CHEBI:18346) has role anti-inflammatory agent (CHEBI:67079)
vanillin (CHEBI:18346) has role anticonvulsant (CHEBI:35623)
vanillin (CHEBI:18346) has role antioxidant (CHEBI:22586)
vanillin (CHEBI:18346) has role flavouring agent (CHEBI:35617)
vanillin (CHEBI:18346) has role plant metabolite (CHEBI:76924)
vanillin (CHEBI:18346) is a benzaldehydes (CHEBI:22698)
vanillin (CHEBI:18346) is a monomethoxybenzene (CHEBI:25235)
vanillin (CHEBI:18346) is a phenols (CHEBI:33853)
Incoming 5-nitrovanillin (CHEBI:48385) has functional parent vanillin (CHEBI:18346)
ethyl vanillin (CHEBI:48408) has functional parent vanillin (CHEBI:18346)
vanillin acetate (CHEBI:86956) has functional parent vanillin (CHEBI:18346)
IUPAC Name
4-hydroxy-3-methoxybenzaldehyde
Synonyms Sources
3-methoxy-4-hydroxybenzaldehyde UM-BBD
4-formyl-2-methoxyphenol ChemIDplus
4-Hydroxy-3-methoxy-benzaldehyde KEGG COMPOUND
4-hydroxy-3-methoxybenzaldehyde ChemIDplus
4-Hydroxy-3-methoxybenzaldehyde KEGG COMPOUND
4-hydroxy-m-anisaldehyde NIST Chemistry WebBook
methylprotocatechuic aldehyde ChemIDplus
p-hydroxy-m-methoxybenzaldehyde NIST Chemistry WebBook
p-vanillin NIST Chemistry WebBook
vaniline vanillin (CHEBI:18346) (7) ChEBI
vanillaldehyde ChemIDplus
Vanillaldehyde KEGG COMPOUND
vanillic aldehyde ChemIDplus
Vanillin KEGG COMPOUND
vanillin UniProt
Manual Xrefs Databases
C00002683 KNApSAcK
C00029531 KNApSAcK
C00755 KEGG COMPOUND
c0193 UM-BBD
D00091 KEGG DRUG
FDB000838 FooDB
HMDB0012308 HMDB
V55 PDBeChem
Vanillin Wikipedia
VANILLIN MetaCyc
View more database links
Registry Numbers Types Sources
121-33-5 CAS Registry Number NIST Chemistry WebBook
121-33-5 CAS Registry Number ChemIDplus
3596 Gmelin Registry Number Gmelin
472792 Beilstein Registry Number Beilstein
Citations vanillin (CHEBI:18346) (8) Types Sources
18479250 PubMed citation Europe PMC
19238838 PubMed citation Europe PMC
19812218 PubMed citation Europe PMC
21417387 PubMed citation Europe PMC
21542597 PubMed citation Europe PMC
21846089 PubMed citation Europe PMC
22308371 PubMed citation Europe PMC
29950589 PubMed citation Europe PMC
31661600 PubMed citation Europe PMC
33477040 PubMed citation Europe PMC
33938405 PubMed citation Europe PMC
34013088 PubMed citation Europe PMC
34035660 PubMed citation Europe PMC
PMC7790484 PubMed Central citation Europe PMC
PMC8235570 PubMed Central citation Europe PMC
Last Modified
01 July 2021
vanillin (CHEBI:18346) (2024)

FAQs

Is vanillin fake vanilla? ›

Vanillin is actually the molecule that gives vanilla its distinct smell and taste. Vanillin is only one of 200-250 other chemicals inside of vanilla extracted from the plant.

Is vanillin a safe food additive? ›

No safety concern at current levels of intake when used as a flavouring agent.

What is the difference between vanilla powder and vanillin? ›

The two extracts can be used interchangeably. Natural vanilla has many different flavor compounds in addition to vanillin, so it does provide a much richer and more complex taste than synthetic vanillin which is derived from wood pulp or other waste products.

Is vanillin same as vanilla sugar? ›

While vanilla sugar is made of sucrose (household sugar) and crushed vanilla beans and/or vanilla extract, vanillin sugar is a mixture of sucrose and vanillin [3]. The latter is considerably more favorably priced and can be found as a standard baking ingredient in almost every supermarket.

Is vanillin synthetic vs natural? ›

Natural and synthetic vanillin is chemically identical, but an isotopic signature is left by the raw material and the production process. Consequently, the “isotopic fingerprint” can be used for differentiation.

What percentage of vanillin is in vanilla? ›

Vanillin is a specialized metabolite and the main ingredient of vanilla extract that occurs in concertation of 1.0–2.0% w/w in cured vanilla beans (Zhang and Mueller 2012). Vanillin has different functional groups, like aldehyde, hydroxyl and ether attached to an aromatic ring.

What does vanillin do to your body? ›

Besides its industrial applications, vanillin possesses several beneficial effects for human health, such as antioxidant activity in addition to anti-inflammatory, anti-mutagenic, anti-metastatic, and anti-depressant properties.

What are the hazards of vanillin? ›

May cause eye, skin, and respiratory tract irritation. May be harmful if swallowed. Light sensitive. Moisture sensitive.

What are the side effects of vanillin in food? ›

When taken by mouth: Vanilla is LIKELY SAFE when taken by mouth in amounts commonly found in foods. However, some people are allergic to vanilla. It might also cause headache and sleep problems (insomnia), especially for people who manufacture vanilla extract.

Why does vanillin smell like vanilla? ›

Vanillin is formed from oats, acetyl eugenol (clove molecule), and acetyl isoeugenol. A derivative of vanillin, ethylvanillin, was synthesised in 1894. This molecule gives off a powerful, gourmet vanilla scent.

Do vanilla beans contain vanillin? ›

As established, the chemical compound vanillin is the main flavour component of cured vanilla beans. Vanillin can also be manufactured from other plants, with wood, rice, and cloves being the most significant.

What are some fun facts about vanillin? ›

It is a white crystalline solid with a melting point of 81–83 ºC. The Aztecs used vanilla to flavor chocolate as early as the 16th century, but vanillin was not isolated until 1858, when French biochemist Nicolas-Theodore Gobley crystallized it from vanilla extract.

Is vanillin safe? ›

Vanillin is generally regarded as safe for use in food and cosmetics. However, this does not suggest it is safe when inhaled from smoking cigarettes. Vanillin is known to release several substances when burnt.

Is vanillin made from petroleum? ›

Nowadays, the global and increasing vanillin demand (around 20,000 tons)7 is almost entirely (>85 %) met by synthetic vanillin produced from petroleum‐derived phenol (converted into guaiacol) and glyoxylic acid.

What is vanillin also called? ›

4-Hydroxy-3-methoxybenzaldehyde. Other names. Vanillin. Methyl vanillin. Vanillic aldehyde.

What is the difference between vanillin and vanilla absolute? ›

Vanilla absolute: vanilla absolute is obtained by extraction of the beans using volatile solvents. Synthetic products: vanillin and ethylvanillin are synthetic raw materials. These two vanilla notes are much sweeter.

Is vanillin made from plastic? ›

The bacteria were shown to convert terephthalic acid (a molecule derived from a type of plastic called PET) into the high value compound vanillin.

Is vanillin extracted from vanilla beans? ›

Vanillin is an organic compound with the molecular formula C 8H 8O 3. It is a phenolic aldehyde. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the extract of the vanilla bean.

Is vanillin GMO? ›

Genetically Modified Organisms: Vanillin is not produced from ingredients or processing aids derived by genetic modification. Vanillin does not contain any genetically modified organisms. BSE/TSE: No animal derived ingredients whatsoever are used in the production of Vanillin.

References

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