vanillin
Compound Overview
| Name | vanillin |
|---|---|
| IUPAC Name | 4-hydroxy-3-methoxybenzaldehyde |
| Formula | C8H8O3 |
| SMILES | COC1=C(C=CC(=C1)C=O)O |
| Carbon Number | 8 |
| Molecular Weight | 152.15 |
| Polymer Type | monomer |
| Synonyms |
4-hydroxy-3-methoxybenzaldehyde 4-formyl-2-methoxyphenol 3-methoxy-4-hydroxybenzaldehyde 4-hydroxy-m-anisaldehyde methylprotocatechuic aldehyde p-hydroxy-m-methoxybenzaldehyde vanillaldehyde vanillic aldehyde |
Chemical Structure
Structure from PubChem
External Databases
Empirical Data
Organisms that can utilize this substrate (41) Empirical
| Organism ▲ ▼ | Strain ▲ ▼ | Reference ▲ ▼ | Comment ▲ ▼ |
|---|---|---|---|
| Amycolatopsis sp. | 75iv2 (ATCC 39116) | Davis et al (2012), Sutherland et al (1983) | - |
| Pseudomonas fluorescens | AN103 | Narbad et al (1998) | - |
| Phanerochaete chrysosporium | ATCC 34541 | Nakamura et al (2011) | - |
| Pseudomonas fluorescens | DSM 50090 | Ravi et al (2018) | - |
| Pseudomonas putida | F1 | Hirose et al (2013) | - |
| Pseudomonas sp. | HR199 | Overhage et al (1999) | - |
| Pseudomonas sp. | Isolate 9.1 | Ravi et al (2018) | - |
| Serratia sp. | JHT01 | Tian et al (2016) | - |
| Bacillus licheniformis | KB1 | Kuhnigk et al (1997) | - |
| Alcaligenes faecalis | KD10 | Kuhnigk et al (1997) | - |
| Nocardia sp. | KD19 | Kuhnigk et al (1997) | - |
| Bacillus cereus | KD4 | Kuhnigk et al (1997) | - |
| Bacillus subtilis | KD8 | Kuhnigk et al (1997) | - |
| Burkholderia cepacia | KF12 | Kuhnigk et al (1997) | - |
| Pseudomonas sp. | KF704 | Hirose et al (2013) | - |
| Pseudomonas citronellolis | KMA4 | Kuhnigk et al (1997) | - |
| Acinetobacter baumannii | KMB1 | Kuhnigk et al (1997) | - |
| Pseudomonas aeruginosa | KMD3 | Kuhnigk et al (1997) | - |
| Comamonas acidovorans | KNB3 | Kuhnigk et al (1997) | - |
| Pseudomonas putida | KT2440 | Ravi et al (2017) | - |
| Pandoraea norimbergensis | LD001 | Bandounas et al (2011) | - |
| Pseudomonas sp. | LLC-1 | Hirose et al (2013), Hirose et al (2020) | - |
| Ochrobactrum sp. | LLC-2 | Hirose et al (2013) | - |
| Klebsiella sp. | LLC-3 | Hirose et al (2013) | - |
| Penicillium chrysogenum | MUCL 31363 | Rodríguez et al (1994) | - |
| Azotobacter vinelandii | NBRC13581 | Hirose et al (2013) | - |
| Flavobacterium lutescens | NBRC3084 | Hirose et al (2013) | - |
| Brettanomyces anomalus | NCYC 615 | Edlin et al (1995) | - |
| Acetobacterium woodii | NZva16 | Bache et al (1981) | (anaerobically) |
| Serratia liquefaciens sp. | PT01 | Tian et al (2016) | - |
| Pseudomonas chlororaphis subsp. aureofaciens | PT02 | Tian et al (2016) | - |
| Serratia marcescens | Perestelo isolate 2 | Perestelo et al (1989) | - |
| Pseudomonas putida | Perestelo isolate 3 | Perestelo et al (1996) | - |
| Rhodococcus jostii | RHA1 | Chen et al (2012) | - |
| Paenibacillus glucanolyticus | SLM1 | Mathews et al (2014) | - |
| Clostridium methoxybenzovorans | SR3 | Mechichi et al (2005) | (anaerobically) |
| Sphingobium sp. | SYK-6 | MASAI et al (2007) | - |
| Streptomyces viridosporus | T7A | Pometto et al (1983) | - |
| Rhodococcus sp. | UKMP-5M | Azman (2015) | - |
| Citrobacter sp. | VA53 | HARAZONO et al (2003) | - |
| Burkholderia sp. | VE22 | HARAZONO et al (2003) | - |
Pathways Empirical
| Pathway Name | Full Name |
|---|---|
| vanillin I | vanillin I |
| vanillin II | vanillin II |
| ferulic acid | ferulic acid |
Predicted Relationships
Hide predicted
The sections below contain relationships inferred from the empirical data above. They are computationally predicted and have not been independently verified. Learn more about data assumptions →
Organisms predicted to process vanillin through a pathway Predicted
For each pathway where vanillin enters as a reactant, organisms recorded as being able to utilise it but not yet confirmed for that pathway are listed as predicted. Not experimentally verified. What does this mean?
Reactions involving vanillin
| Reaction | Role in Reaction |
|---|---|
| Vanillin + NAD+ + H2O → Vanillic acid + NADH + 2H+ | substrate |
| 4-hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA → Acetyl-CoA + Vanillin | product |
Transporters
No transporters are currently linked to this substrate.