Salicylaldehyde (BioCAD00000017511)
Metabolite Card
Formula: C7H6O2 (122.0368)
SMILES: OC1=CC=CC=C1C=O
Synonyms [en]
salicylaldehyde; 2-hydroxybenzaldehyde; Salicylic aldehyde; Salicylal; o-Formylphenol; Salizylaldehyd
Last reviewed on 2024-06-28.
Cite this Page
Salicylaldehyde. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000017511). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
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. 2-Hydroxybenzaldehyde is a cinnamon, cooling, and medical tasting compound. 2-Hydroxybenzaldehyde is found, on average, in the highest concentration within peppermints. 2-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as common buckwheats, garden tomato (var.), herbs and spices, and tea. This could make 2-hydroxybenzaldehyde a potential biomarker for the consumption of these foods. 2-Hydroxybenzaldehyde is a potentially toxic compound.
DBLinks
- CAS Registry Number: 90-02-8
- PubChem CID: 6998
- ChEBI: 16008
- HMDB: HMDB0034170
- LipidMaps:
- KEGG: C06202
- BioCyc: SALICYLALDEHYDE
- NCBI MeSH: salicylaldehyde
- Wikipedia: Salicylaldehyde
Other DBLinks
- CAS Registry Number: 27761-48-4
- CAS Registry Number: 28777-87-9
- CAS Registry Number: 90-02-8
- PubChem: 6998
- ChEBI: ChEBI:16008
- HMDB: HMDB0034170
- KEGG: C06202
- BioCyc: SALICYLALDEHYDE
- NCBI MeSH: salicylaldehyde
- Wikipedia: Salicylaldehyde
- RefMet: RM0135364
- MoNA: FiehnHILIC000922
- MoNA: FiehnHILIC002473
- MoNA: FiehnLib000846
- MoNA: HMDB0034170_c_ms_101546
- MoNA: HMDB0034170_c_ms_101547
- MoNA: HMDB0034170_c_ms_101548
- MoNA: HMDB0034170_c_ms_101549
- MoNA: JP004125
- MoNA: JP005646
- MoNA: JP008920
- Metlin: METLIN_66352
- Coconut NaturalProduct: CNP0132365.0
Class / Ontology
- WishartLab ClassyFire: [Carbonyl compounds] Carbonyl compounds
- RefMet: [Hydroxybenzaldehydes] Hydroxybenzaldehydes
- ChEBI: [CHEBI:16008] salicylaldehyde
- Coconut NaturalProduct: [Phenylpropanoids (C6-C3)] Phenylpropanoids (C6-C3)
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02941 | 1.2.1.65 | salicylaldehyde:NAD+ oxidoreductase |
| KEGG:R05136 | 4.1.2.45 | (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate hydro-lyase |
| Rhea:RHEA:18538 | 1.2.1.65 | salicylaldehyde + NAD+ + H2O => salicylate + NADH + 2 H+ |
| Rhea:RHEA:18539 | 1.2.1.65 | salicylate + NADH + 2 H+ => salicylaldehyde + NAD+ + H2O |
| Rhea:RHEA:18540 | 1.2.1.65 | salicylaldehyde + NAD+ + H2O <=> salicylate + NADH + 2 H+ |
| Rhea:RHEA:27390 | 4.1.2.45 | (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate + H2O => salicylaldehyde + pyruvate |
| Rhea:RHEA:27391 | 4.1.2.45 | salicylaldehyde + pyruvate => (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate + H2O |
| Rhea:RHEA:27392 | 4.1.2.45 | (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate + H2O <=> salicylaldehyde + pyruvate |
| Rhea:RHEA:59009 | salicylaldehyde + O2 + H2O => salicylate + H2O2 + H+ | |
| Rhea:RHEA:59010 | salicylate + H2O2 + H+ => salicylaldehyde + O2 + H2O | |
| Rhea:RHEA:59011 | salicylaldehyde + O2 + H2O <=> salicylate + H2O2 + H+ | |
| Rhea:RHEA:68881 | salicylate + ATP + NADPH + H+ => salicylaldehyde + AMP + diphosphate + NADP+ | |
| Rhea:RHEA:68882 | salicylaldehyde + AMP + diphosphate + NADP+ => salicylate + ATP + NADPH + H+ | |
| Rhea:RHEA:68883 | salicylate + ATP + NADPH + H+ <=> salicylaldehyde + AMP + diphosphate + NADP+ | |
| Rhea:RHEA:80452 | salicyl alcohol + O2 => salicylaldehyde + H2O2 | |
| Rhea:RHEA:80453 | salicylaldehyde + H2O2 => salicyl alcohol + O2 | |
| Rhea:RHEA:80454 | salicyl alcohol + O2 <=> salicylaldehyde + H2O2 | |
| BioCyc:RXN-8615 | 4.1.2.45 | CPDN-385 + WATER --> SALICYLALDEHYDE + PYRUVATE |
| BioCyc:RXN-12261 | BENZALDEHYDE --> SALICYLALDEHYDE | |
| BioCyc:RXN-18821 | 2.4.1.- | CPD-12575 + SALICYLALDEHYDE --> CPD-20131 + UDP + PROTON |
Taxonomy Source
- Anthemis aciphylla BOISS.var.discoidea BOISS [ncbi taxid: ]
- Brassica rapa [ncbi taxid: 3711]
- Camellia sinensis [ncbi taxid: 4442]
- Cinnamomum versum [ncbi taxid: ]
- Homo sapiens [ncbi taxid: 9606]
- Ligusticum chuanxiong [ncbi taxid: 2689076]
- Mentha x piperita [ncbi taxid: 34256]
- Pandanus tectorius [ncbi taxid: 4726]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-6954 | superpathway of aromatic compound degradation via 2-hydroxypentadienoate |
| BioCyc:AGRO_PWY-5427 | naphthalene degradation (aerobic) |
| BioCyc:META_PWY-6766 | salicin biosynthesis |
| BioCyc:AURANTIMONAS_PWY-5427 | naphthalene degradation (aerobic) |
| BioCyc:META_PWY-5427 | naphthalene degradation (aerobic) |
| BioCyc:META_PWY-6956 | naphthalene degradation to acetyl-CoA |
| PlantCyc:PLANT_PWY-6766 | salicin biosynthesis |
| PlantCyc:POPLAR_PWY-6763 | salicortin biosynthesis |
| PlantCyc:POPLAR_PWY-6766 | salicin biosynthesis |