Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:40:33 UTC |
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Updated at | 2020-11-18 16:38:47 UTC |
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CannabisDB ID | CDB004824 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Oxalacetic acid |
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Description | Oxalacetic acid, also known as oxaloacetate or 2-oxosuccinate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Oxalacetic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Oxalacetic acid exists in all living species, ranging from bacteria to humans. Within humans, oxalacetic acid participates in a number of enzymatic reactions. In particular, oxalacetic acid can be biosynthesized from D-aspartic acid through the action of the enzyme D-aspartate oxidase. In addition, oxalacetic acid can be biosynthesized from D-aspartic acid through the action of the enzyme D-aspartate oxidase. In humans, oxalacetic acid is involved in the metabolic disorder called the canavan disease pathway. Outside of the human body, Oxalacetic acid has been detected, but not quantified in, several different foods, such as chinese mustards, lowbush blueberries, brassicas, maitakes, and kombus. This could make oxalacetic acid a potential biomarker for the consumption of these foods. An oxodicarboxylic acid that is succinic acid bearing a single oxo group. Oxalacetic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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2-Oxobutanedioic acid | ChEBI | 2-Oxosuccinic acid | ChEBI | 3-Carboxy-3-oxopropanoic acid | ChEBI | Keto-succinic acid | ChEBI | Ketosuccinic acid | ChEBI | OAA | ChEBI | Oxobutanedioic acid | ChEBI | Oxosuccinic acid | ChEBI | Oxaloacetic acid | Kegg | Keto-oxaloacetate | Kegg | 2-Oxobutanedioate | Generator | 2-Oxosuccinate | Generator | 3-Carboxy-3-oxopropanoate | Generator | Keto-succinate | Generator | Ketosuccinate | Generator | Oxobutanedioate | Generator | Oxosuccinate | Generator | Oxaloacetate | Generator | Keto-oxaloacetic acid | Generator | Oxalacetate | Generator | 2-Ketosuccinate | HMDB | 2-Ketosuccinic acid | HMDB | a-Ketosuccinate | HMDB | a-Ketosuccinic acid | HMDB | alpha-Ketosuccinate | HMDB | alpha-Ketosuccinic acid | HMDB | Oxaloethanoate | HMDB | Oxaloethanoic acid | HMDB | Acid, oxaloacetic | HMDB | Acid, oxalacetic | HMDB | 2 Ketosuccinic acid | HMDB | 2 oxo Butanedioic acid | HMDB | 2-oxo-Butanedioic acid | HMDB |
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Chemical Formula | C4H4O5 |
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Average Molecular Weight | 132.07 |
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Monoisotopic Molecular Weight | 132.0059 |
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IUPAC Name | 2-oxobutanedioic acid |
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Traditional Name | oxalacetate |
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CAS Registry Number | 328-42-7 |
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SMILES | OC(=O)CC(=O)C(O)=O |
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InChI Identifier | InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9) |
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InChI Key | KHPXUQMNIQBQEV-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Keto acids and derivatives |
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Sub Class | Short-chain keto acids and derivatives |
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Direct Parent | Short-chain keto acids and derivatives |
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Alternative Parents | |
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Substituents | - Beta-keto acid
- Short-chain keto acid
- Alpha-keto acid
- Beta-hydroxy ketone
- Dicarboxylic acid or derivatives
- 1,3-dicarbonyl compound
- Alpha-hydroxy ketone
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Carbonyl group
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Hydrocarbon derivative
- 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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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 161 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 134 mg/mL | Not Available | logP | Not Available | Not Available |
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Predicted Properties | [] |
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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) | splash10-0006-9000000000-f371299a07d43c23ff1d | Spectrum | GC-MS | Oxalacetic acid, non-derivatized, GC-MS Spectrum | splash10-00dr-4900000000-9d943d40beaca3c602a1 | Spectrum | GC-MS | Oxalacetic acid, 1 MEOX; 2 TMS, GC-MS Spectrum | splash10-007a-9210000000-020f60717e2ea79d1ccd | Spectrum | GC-MS | Oxalacetic acid, 1 MEOX; 2 TMS, GC-MS Spectrum | splash10-000b-9540000000-a53f674cc98960834f88 | Spectrum | GC-MS | Oxalacetic acid, 1 MEOX; 3 TMS, GC-MS Spectrum | splash10-001a-8940000000-40b790e06141d7180938 | Spectrum | GC-MS | Oxalacetic acid, non-derivatized, GC-MS Spectrum | splash10-007a-9210000000-020f60717e2ea79d1ccd | Spectrum | GC-MS | Oxalacetic acid, non-derivatized, GC-MS Spectrum | splash10-000b-9540000000-a53f674cc98960834f88 | Spectrum | GC-MS | Oxalacetic acid, non-derivatized, GC-MS Spectrum | splash10-001a-8940000000-40b790e06141d7180938 | Spectrum | GC-MS | Oxalacetic acid, non-derivatized, GC-MS Spectrum | splash10-0002-4930000000-7e995327b0b9c1af0914 | Spectrum | Predicted GC-MS | Oxalacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-000f-9100000000-6718417e7196063f9544 | Spectrum | Predicted GC-MS | Oxalacetic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00ds-9520000000-5a082ec8843f6fbc3b15 | Spectrum | Predicted GC-MS | Oxalacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Oxalacetic acid, TBDMS_2_3, 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 - Quattro_QQQ 10V, Negative (Annotated) | splash10-000i-9000000000-0be675f3aa3e973393b7 | Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-000f-9000000000-4fba97fcd7b0f2215f75 | Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0006-9000000000-9b1f4171aee6283a3cbd | Spectrum | MS/MS | LC-MS/MS Spectrum - , negative | splash10-014i-0900000000-7c598fd9c78acb94dacd | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 3V, positive | splash10-014i-4900000000-e7803730ae7986a1b9fb | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 4V, positive | splash10-014r-5900000000-8e478338a7c0e65e62ba | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 5V, positive | splash10-014r-7900000000-f681763317e1ae86e691 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 7V, positive | splash10-00kr-9600000000-aa8adf9a96041dddbbdd | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 10V, positive | splash10-000i-9200000000-e62c47ca2bc492900178 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 15V, positive | splash10-000i-9000000000-5485ddd84a64ea0ca0b9 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 17V, positive | splash10-000i-9000000000-79521cb04a2b23e39c1e | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 20V, positive | splash10-000m-9000000000-601c8d2ec63f8b01a61e | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 23V, positive | splash10-000e-9000000000-13d369c58d8930958d92 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 25V, positive | splash10-0005-9000000000-df8387ef907fb71342eb | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 27V, positive | splash10-0005-9000000000-908644b5d7041346f582 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 30V, positive | splash10-0005-9000000000-ecca787a800164d0296f | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 33V, positive | splash10-0005-9000000000-180a7c51b1f93cb8fff2 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 35V, positive | splash10-0005-9000000000-709c49f609f5a711a288 | Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 40V, positive | splash10-0005-9000000000-aa103ab9beb03bd6eb22 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-3900000000-6f4e965a3f513bf8db13 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-9600000000-8ae7abf60057088e14db | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01bc-9100000000-5724c215c46a4f568140 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0019-8900000000-829898d0849b1fbf1c28 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-9100000000-5a5ff8fb7cb52eebf0c8 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-657d1384d478ddc33b6d | Spectrum |
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NMR | |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Alanine Metabolism |    |  | Malate-Aspartate Shuttle |    | Not Available | Citric Acid Cycle |    |  | Gluconeogenesis |    |  | Aspartate Metabolism |    |  |
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Protein Targets |
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Enzymes | |
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Transporters | Not Available |
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Metal Bindings | |
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Receptors | Not Available |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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External Links |
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HMDB ID | HMDB0000223 |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB031075 |
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KNApSAcK ID | C00001197 |
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Chemspider ID | 945 |
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KEGG Compound ID | C00036 |
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BioCyc ID | OXALACETIC_ACID |
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BiGG ID | 33604 |
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Wikipedia Link | Oxaloacetic_acid |
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METLIN ID | 123 |
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PubChem Compound | 970 |
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PDB ID | Not Available |
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ChEBI ID | 30744 |
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References |
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General References | Not Available |
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