| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:22:21 UTC |
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| Update Date | 2020-06-04 19:20:41 UTC |
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| BMDB ID | BMDB0006478 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Iso-Valeraldehyde |
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| Description | 3-Methylbutanal, also known as isovaleraldehyde or iso-C4H9CHO, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 3-Methylbutanal exists as a liquid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 3-Methylbutanal exists in all eukaryotes, ranging from yeast to humans. 3-Methylbutanal has been found to be associated with several diseases known as ulcerative colitis, crohn's disease, hepatic encephalopathy, and perillyl alcohol administration for cancer treatment; also 3-methylbutanal has been linked to the inborn metabolic disorders including celiac disease. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 3-Methylbutyraldehyde | ChEBI | | beta-Methylbutanal | ChEBI | | Iso-C4H9CHO | ChEBI | | Isoamyl aldehyde | ChEBI | | Isopentaldehyde | ChEBI | | Isovaleral | ChEBI | | Isovalerylaldehyde | ChEBI | | b-Methylbutanal | Generator | | Β-methylbutanal | Generator | | Isovaleraldehyde | ChEBI | | 2-Methylbutanal-4 | HMDB | | 3-Methyl-1-butanal | HMDB | | 3-Methyl-butanal | HMDB | | 3-Methyl-butyraldehyde | HMDB | | 3-Methylbutan-1-al | HMDB | | 3-Methylbutanal | HMDB | | Isoamylaldehyde | HMDB | | Isopentanal | HMDB | | Isovaleric aldehyde | HMDB | | Methyl butanal | HMDB | | iso-Valeraldehyde | HMDB |
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| Chemical Formula | C5H10O |
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| Average Molecular Weight | 86.1323 |
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| Monoisotopic Molecular Weight | 86.073164942 |
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| IUPAC Name | 3-methylbutanal |
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| Traditional Name | isovaleraldehyde |
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| CAS Registry Number | 590-86-3 |
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| SMILES | [H]C(=O)CC(C)C |
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| InChI Identifier | InChI=1S/C5H10O/c1-5(2)3-4-6/h4-5H,3H2,1-2H3 |
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| InChI Key | YGHRJJRRZDOVPD-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Carbonyl compounds |
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| Direct Parent | Alpha-hydrogen aldehydes |
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| Alternative Parents | |
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| Substituents | - Alpha-hydrogen aldehyde
- Organic oxide
- Hydrocarbon derivative
- Short-chain aldehyde
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | Not Available |
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| Physical Properties |
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| State | Liquid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | -51 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 14 mg/mL at 20 °C | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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| Biological Properties |
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| Cellular Locations | Not Available |
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| Biospecimen Locations | |
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| Pathways | |
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| Normal Concentrations |
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| Milk | Detected and Quantified | 0.42 +/- 0.64 mg/100g dry matter content | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.07 +/- 0.08 mg/100g dry matter content | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.101 +/- 0.112 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.174 +/- 0.203 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.896 +/- 0.713 uM | Not Specified | Not Specified | Normal | | details |
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| Abnormal Concentrations |
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| Not Available |
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| External Links |
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| HMDB ID | HMDB0006478 |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FooDB ID | FDB003285 |
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| KNApSAcK ID | C00048949 |
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| Chemspider ID | 11065 |
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| KEGG Compound ID | C07329 |
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| BioCyc ID | CPD-7031 |
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| BiGG ID | Not Available |
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| Wikipedia Link | Isovaleraldehyde |
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| METLIN ID | Not Available |
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| PubChem Compound | 11552 |
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| PDB ID | Not Available |
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| ChEBI ID | 16638 |
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| References |
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| Synthesis Reference | Roelen, O. Synthesis of aldehydes and derivatives from olefins, carbon monoxide, and hydrogen. Angew. Chem. (1948), A60 62. CAN 44:46679 AN 1950:46679 |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| General References | - Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77. [PubMed:12463694 ]
- Brigitta Gaspardo, Giuseppe Procida, Saša Volarič, Sandy Sgorlon & Bruno Stefanon (2009). Brigitta Gaspardo et al. Determination of volatile fractions in raw milk and ripened cheese by means of GC-MS. Results of a survey performed in the marginal area between Italy and Slovenia. Italian Jounal of Animal Science Vol 8, 377-390, 2009. Italian Journal of Animal Science .
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