vanillin
Chemical compound
Also known as vanilla · p-hydroxy-m-methoxybenzaldehyde · p-vanillin · 4-hydroxy-m-anisaldehyde · 3-methoxy-4-hydroxybenzaldehyde · Benzaldehyde, 4-hydroxy-3-methoxy-
- Formula
- C₈H₈O₃
1
- C₈H₈O₃
- Mass
- 152.047 Da
1
- 152.047 Da
- Melting point
- 80°C
- , 82°C
1
- Boiling point
- 285°C
- Density
- 1.056 g/cm³
Overview
Chemistry
All data
380 statements · 83% with external sources · numbers in brackets are citations
- Canonical SMILES
- COC1=C(C=CC(=C1)C=O)O
1
- COC1=C(C=CC(=C1)C=O)O
- Flash point
- 147°C
- Safety classification and labelling
- NFPA 704: Standard System for the Identification of the Hazards of Materials for Emergency Response nfpa health: 1 · nfpa fire: 1 · nfpa instability: 0
- Produced by
- Vanilla fabrication method: extraction
- maize fabrication method: fermentation
- turmeric fabrication method: fermentation
- clove fabrication method: fermentation
- Oryza molida fabrication method: fermentation
- Streptomyces setonii fabrication method: bioengineering
- Pseudomonas putida fabrication method: bioengineering
3
Sources- 1.Stated in Vanillin-bioconversion and bioengineering of the most popular plant flavor and its de novo biosynthesis in the vanilla orchid
- 2.Stated in Functional analyses of genes involved in the metabolism of ferulic acid in Pseudomonas putida KT2440.
- 3.Stated in Biotransformation of isoeugenol to vanillin by Pseudomonas putida IE27 cells
- Escherichia coli fabrication method: bioengineering
Show 9 moreShow less
- Streptomyces fabrication method: bioengineering
3
Sources- 1.Stated in Vanillin-bioconversion and bioengineering of the most popular plant flavor and its de novo biosynthesis in the vanilla orchid
- 2.Stated in Enhanced vanillin production from ferulic acid using adsorbent resin
- 3.Stated in Identification of Amycolatopsis sp. strain HR167 genes, involved in the bioconversion of ferulic acid to vanillin
- Aspergillus niger fabrication method: bioengineering
- Pycnoporus cinnabarinus fabrication method: bioengineering
- Amycolatopsis fabrication method: bioengineering
- Bacillus fusiformis fabrication method: bioengineering
- Bacillus pumilus fabrication method: bioengineering
- Bacillus subtilis fabrication method: bioengineering
- Psychrobacter fabrication method: bioengineering
- Pseudomonas chlororaphis fabrication method: bioengineering
- MCN code
- 2912.41.00
- Part of
- vanillin metabolic process subject has role: participant
1
- vanillin biosynthetic process subject has role: product
1
- vanillin catabolic process subject has role: reactant
1
- vanillyl-alcohol oxidase activity
1
- lignostilbene alpha beta-dioxygenase activity
1
- vanillin synthase activity
1
- vanillin dehydrogenase activity
1
- reactive-black-5:hydrogen-peroxide oxidoreductase activity
1
- vanillin metabolic process subject has role: participant
- Found in taxon
- Decalepis hamiltonii
- Gossypium hirsutum
- Vanilla planifolia
14
Sources- 1.Stated in Determination of coumarin as an adulterant in vanilla flavoring products by high-performance liquid chromatography
- 2.Stated in Phenylpropanoid metabolism inVanilla planifolia Andr. (V) high performance liquid chromatographic analysis of phenolic glycosides and aglycones in developing fruits
- 3.Stated in Effect of light on vanillin precursors formation by in vitro cultures of Vanilla planifolia
- 4.Stated in Coumarin in vanilla extracts: Its detection and significance
- 5.Stated in Micellar electrokinetic chromatography as a screening method for the analysis of vanilla flavourings and vanilla extracts
- 6.Stated in Analysis of vanilla essences by high-performance liquid chromatography
- Cinnamomum zeylanicum
- Euploea sylvester
- Thapsia garganica
1
- common sunflower
- Prunus armeniaca
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- Prunus persica
- Prunus domestica
- Vanilla tahitensis
- Festuca arundinacea
1
- Aristolochia asclepiadifolia
- Scutellaria baicalensis
1
- Populus deltoides
- Populus euphratica
- Basella alba
- Lonicera microphylla
1
- Quercus suber
- Posidonia oceanica
- Curcuma longa
2
Sources- 1.Stated in Characterization of powdered turmeric by liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry
- 2.Stated in High Performance Liquid Chromatographic Analysis of Curcuminoids and Their Photo-oxidative Decomposition Compounds in Curcuma Longa L
- Nicotiana tabacum
2
Sources- 1.Stated in Trace Analysis of Vanillin in Tobacco
- 2.Stated in Comparison of different extraction methods: steam distillation, simultaneous distillation and extraction and headspace co-distillation, used for the analysis of the volatile components in aged flue-cured tobacco leaves
- Quercus robur
- Quercus pyrenaica
- Quercus faginea
- Zizania aquatica
1
- Vanilla pompona
1
- Spartina cynosuroides
- Abies sachalinensis
- Piptocarpha opaca
1
- Angelica sinensis
- Annona purpurea
- Arabidopsis thaliana
- Aristolochia heterophylla
- Aristolochia pubescens
- Begonia nantoensis
- Cassytha filiformis
1
- Chaerophyllum hirsutum
- Cinnamomum subavenium
- Curcuma comosa
- Ferula assa-foetida
- Gynura elliptica
- Hibiscus taiwanensis
- Ligularia dentata
- Ligularia stenocephala
- Microtropis japonica
2
Sources- 1.Stated in Dihydroagarofuranoid sesquiterpenes, a lignan derivative, a benzenoid, and antitubercular constituents from the stem of Microtropis japonica
- 2.Stated in New dihydroagarofuranoid sesquiterpenes, a lignan derivative, benzenoid, and antitubercular constituents from the stem of Microtropis japonica
- Morinda citrifolia
5
Sources- 1.Stated in Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti.
- 2.Stated in An anthraquinone with potent quinone reductase-inducing activity and other constituents of the fruits of Morinda citrifolia (noni).
- 3.Stated in Lipoxygenase Inhibitory Constituents of the Fruits of Noni (Morinda citrifolia) Collected in Tahiti
- 4.Stated in Anthraquinones with quinone reductase-inducing activity and benzophenones from Morinda citrifolia (noni) roots.
- 5.Stated in Chemical Constituents from the Stems of Morinda citrifolia Linn
- Phoebe formosana
- Phyllanthus oligospermus
- allspice
- Pseudotsuga sinensis var. sinensis
- Rhus chinensis
- Taraxacum formosanum
- Tetracentron sinense
- Tribulus terrestris
- Viscum articulatum
- Viscum coloratum
- Haplopteris anguste-elongata
- Zanthoxylum wutaiense
- maize
On other databases
63 identifiers linking vanillin across the web's reference databases
- AHECC 2017 ID29124100
- CAMEO Chemicals ID21211
- Cannabis Database ID005772
- CAS Registry Number121-33-5
- ChEBI ID18346
- ChEMBL IDCHEMBL13883
- ChemSpider ID13860434
- CosIng number38868
- DSSTOX compound identifierDTXCID301969
- DSSTox substance IDDTXSID0021969
- EC number204-465-2
- ECHA Substance Infocard ID100.004.060
- Encyclopædia Britannica Online IDscience/vanillin
- FL number05.018
- Freebase ID/m/01h70y
- Gmelin number3596
- GND ID4572822-7
- Great Norwegian Encyclopedia IDvanillin
- Great Russian Encyclopedia portal IDvanilin-9a1979
- Guide to Pharmacology Ligand ID6412
- HSDB ID1027
- Human Metabolome Database IDHMDB0012308
- ICSC ID1740
- InChIInChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
- InChIKeyMWOOGOJBHIARFG-UHFFFAOYSA-N
- J-GLOBAL ID200907027881587853
- J9U entity ID987007531845605171
- JECFA number889
- KBpedia IDVanillin
- KEGG IDD00091
- KNApSAcK IDC00002683
- Lex IDvanillin
- Library of Congress Authorities IDsh85142054
- MassBank accession IDMSBNK-Fac_Eng_Univ_Tokyo-JP000532
- MeSH descriptor IDC100058
- Microsoft Academic ID (discontinued)2777340834
- NDF-RT IDN0000022791
- Nikkaji IDJ2.923H
- NMRShiftDB structure ID10008648
- NSC number15351
- OmegaWiki Defined Meaning893845
- OpenAlex IDC2777340834
- PDB ligand IDV55
- PDB structure ID2VSU
- PesticideInfo chemical IDPRI6499
- PM20 ware ID230942
- Probes And Drugs IDPD010486
- PubChem CID1183
- Quora topic IDVanillin-1
- Reaxys registry number472792
- Römpp online IDRD-22-00131
- RTECS numberYW5775000
- RxNorm CUI1368176
- SPLASHsplash10-0udi-7900000000-ee0a0ad1232fa889e567
- SureChEMBL ID1213
- UM-BBD compound IDc0193
- UMLS CUIC0078032
- UniChem compound ID616720
- UNIICHI530446X
- Wellcome Collection concept IDk4t4uzzt
- WordNet 3.1 Synset ID12107549-n
- Yale LUX IDconcept/c6bc32b9-04f5-4aca-85c1-f10f028e0134
- ZVG number492841