Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:44 UTC |
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Update date | 2019-11-26 02:55:34 UTC |
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Primary ID | FDB000872 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 4-Methoxybenzaldehyde |
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Description | Found in anise oil, fennel and vanilla. Flavouring ingredient
Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. |
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CAS Number | 123-11-5 |
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Structure | |
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Synonyms | Synonym | Source |
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4-Anisaldehyde | ChEBI | 4-Methoxy-benzaldehyde | ChEBI | Anisal | ChEBI | p-Anisaldehyde | ChEBI | p-Anisic aldehyde | ChEBI | p-Formylanisole | ChEBI | Para-anisaldehyde | ChEBI | 4-Anisaldehyde, 1,2,3,4,5,6-(14)C6-labeled | MeSH | 4-Anisaldehyde, 18O-labeled | MeSH | 4-Anisaldehyde, formyl-(14)C-labeled | MeSH | Anisaldehyde | MeSH | p-Methoxybenzaldehyde | MeSH | 4-Methoxybenzaldehyde | ChEMBL, MeSH | Anisic aldehyde | HMDB | Aubepine | HMDB | Crategine | HMDB | FEMA 2670 | HMDB | Obepin | HMDB | P-Anisaldehyde, 8ci | HMDB | Benzaldehyde, 4-methoxy- | biospider | Formylanisole, p- | biospider | p-Anisaldehyde, 8CI | db_source | para-Anisaldehyde | biospider |
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Predicted Properties | |
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Chemical Formula | C8H8O2 |
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IUPAC name | 4-methoxybenzaldehyde |
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InChI Identifier | InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3 |
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InChI Key | ZRSNZINYAWTAHE-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=CC=C(C=O)C=C1 |
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Average Molecular Weight | 136.1479 |
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Monoisotopic Molecular Weight | 136.0524295 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzoyl derivatives |
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Direct Parent | Benzoyl derivatives |
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Alternative Parents | |
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Substituents | - Phenoxy compound
- Methoxybenzene
- Phenol ether
- Benzoyl
- Benzaldehyde
- Anisole
- Aryl-aldehyde
- Alkyl aryl ether
- Ether
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aldehyde
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 70.58%; H 5.92%; O 23.50% | DFC |
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Melting Point | Mp 0° | DFC |
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Boiling Point | Bp12 134-135° | DFC |
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Experimental Water Solubility | 4.29 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 1.76 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 15.96 (25°,hydrate, 1% EtOH) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | d154 1.12 | DFC |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-000i-8900000000-2470c82de1eaf7d2642a | 2015-03-01 | View Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-5900000000-f3f464cd23c97578f30c | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-5900000000-e26ac32161d707d4b67d | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-9600000000-005ef37f7e37a0e55681 | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-8900000000-d51f38f91dea18a7ca2b | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-002r-9400000000-bc00e3079ed91b21f4ba | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-5900000000-f3f464cd23c97578f30c | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-5900000000-e26ac32161d707d4b67d | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-9600000000-005ef37f7e37a0e55681 | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-000i-8900000000-d51f38f91dea18a7ca2b | Spectrum | GC-MS | 4-Methoxybenzaldehyde, non-derivatized, GC-MS Spectrum | splash10-002r-9400000000-bc00e3079ed91b21f4ba | Spectrum | Predicted GC-MS | 4-Methoxybenzaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4r-5900000000-7529d3b0428c09095b3b | Spectrum | Predicted GC-MS | 4-Methoxybenzaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-014i-9000000000-26a1b069ae6df01ffff0 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-014l-9200000000-bfa432b6662a4ee0dbd7 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-000i-2900000000-bf8308aa9be60fc66528 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-b2d6a9d38197c0f6fa06 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-1d9300c2be9fe71e682b | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0kl3-9300000000-ed81538d959a9b26cd66 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-ea778719cccbf199adaa | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0900000000-6c4fb2d07ea57b35eb7a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-066r-7900000000-292cb3482f5608dd969d | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-85183aae6dd12de03af0 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-052r-0900000000-a54ce65ce6c13a79dd83 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-9800000000-0e4a6858b34550066750 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-052r-0900000000-039acf4403c9b4099eec | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052r-4900000000-65583d5c117cd8b1920f | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-9000000000-914b4ed5eeddb4a0152d | 2021-09-24 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 21105937 |
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ChEMBL ID | CHEMBL161598 |
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KEGG Compound ID | C10761 |
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Pubchem Compound ID | 31244 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 727 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB29686 |
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CRC / DFC (Dictionary of Food Compounds) ID | BLB50-B:BLB50-B |
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EAFUS ID | 2203 |
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Dr. Duke ID | P-METHOXYBENZALDEHYDE|ANISIC-ALDEHYDE|4-METHOXY-BENZALDEHYDE|ANISALDEHYDE|P-ANISALDEHYDE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00002636 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 123-11-5 |
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GoodScent ID | rw1001271 |
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SuperScent ID | 31244 |
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Wikipedia ID | Anisaldehyde |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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anti mutagenic | | | DUKE | cosmetic | 64857 | The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | insecticide | 24852 | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. | DUKE | irritant | | | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | piscicide | | | DUKE | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | DUKE | tyrosinase inhibitor | 59997 | Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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mint |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| sweet |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| creamy |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| hawthorne |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| anise |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| balsam |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| chocolate |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| cinnamon |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| vanilla |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| berry |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| cherry |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| almond |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| minty |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| powdery |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| mimosa |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| hawthorn |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| bitter |
- Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070. — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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