| Record Information |
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| Version | 1.0 |
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| Created at | 2006-05-22 14:17:36 UTC |
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| Updated at | 2020-11-24 22:12:08 UTC |
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| NP-MRD ID | NP0000015 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Itaconic acid |
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| Description | Itaconic acid, also known as itaconate, belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. Itaconic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 2-Methylenesuccinic acid | ChEBI | | 2-Propene-1,2-dicarboxylic acid | ChEBI | | Methylenebutanedioic acid | ChEBI | | Methylenesuccinic acid | ChEBI | | Propylenedicarboxylic acid | ChEBI | | 2-Methylenesuccinate | Generator | | 2-Propene-1,2-dicarboxylate | Generator | | Methylenebutanedioate | Generator | | Methylenesuccinate | Generator | | Propylenedicarboxylate | Generator | | Itaconate | Generator | | 2-Hydroxy-3-naphthoyl-2-naphthylamine | HMDB | | Itaconic acid, copper salt | HMDB | | Itaconic acid, disodium salt | HMDB | | Itaconic acid, calcium salt | HMDB | | Itaconic acid, sodium salt | HMDB |
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| Chemical Formula | C5H6O4 |
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| Average Molecular Weight | 130.0987 |
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| Monoisotopic Molecular Weight | 130.02660868 |
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| IUPAC Name | 2-methylidenebutanedioic acid |
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| Traditional Name | itaconic acid |
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| CAS Registry Number | 97-65-4 |
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| SMILES | OC(=O)CC(=C)C(O)=O |
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| InChI Identifier | InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9) |
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| InChI Key | LVHBHZANLOWSRM-UHFFFAOYSA-N |
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| Spectra |
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| | | Species of Origin |
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| Species | Eubacteria; Fungi |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Fatty acids and conjugates |
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| Direct Parent | Branched fatty acids |
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| Alternative Parents | |
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| Substituents | - Branched fatty acid
- Unsaturated fatty acid
- Dicarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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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 | 175 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 76.8 mg/mL at 20 °C | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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