Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:27:14 UTC |
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Update date | 2017-01-19 02:36:09 UTC |
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FoodComEx ID | PC000006 |
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FoodDB Record | FDB003291 |
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Chemical Information |
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Name | Fumaric acid |
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Description | Produced industrially by fermentation of Rhizopus nigricans, or manufactured by catalytic or thermal isomerisation of maleic anhydride or maleic acid. Used as an antioxidant, acidulant, leavening agent and flavouring agent in foods. Present in raw lean fish. Dietary supplement. Used in powdered products since fumaric acid is less hygroscopic than other acids. A precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase (wikipedia). Fumaric acid is also found in garden tomato, papaya, wild celery, and star fruit. |
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CAS Number | 110-17-8 |
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Structure | |
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Synonyms | Synonym | Source |
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(2e)-2-Butenedioate | Generator | (2E)-2-Butenedioic acid | biospider | (2E)-But-2-enedioate | biospider | (2E)-But-2-enedioic acid | biospider | (E)-2-Butenedioate | biospider | (e)-2-Butenedioic acid | ChEBI | (E)-2-Butenedioic acid, 9CI | db_source | 2-(E)-Butenedioate | biospider | 2-(E)-Butenedioic acid | biospider | Allomaleate | biospider | Allomaleic acid | biospider | Boletate | biospider | Boletic acid | db_source | E297 | db_source | FC 33 | HMDB | FEMA 2488 | db_source | Fumarate | biospider | Fumarsaeure | ChEBI | Glaucic acid | db_source | Lichenate | HMDB | Lichenic acid | biospider | Paramaleic acid | db_source | Toxilic acid | biospider | trans-1,2-Ethylenedicarboxylate | biospider | trans-1,2-Ethylenedicarboxylic acid | biospider | trans-2-Butenedioate | biospider | trans-2-Butenedioic acid | biospider | trans-But-2-enedioate | Generator | trans-But-2-enedioic acid | ChEBI | trans-Butenedioate | Generator | trans-Butenedioic acid | ChEBI | trans-Ethylene-1,2-dicarboxylic acid | db_source | Tumaric acid | biospider |
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Chemical Formula | C4H4O4 |
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IUPAC name | (2E)-but-2-enedioic acid |
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InChI Identifier | InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- |
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InChI Key | VZCYOOQTPOCHFL-UPHRSURJSA-N |
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Isomeric SMILES | OC(=O)\C=C/C(O)=O |
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Average Molecular Weight | 116.0722 |
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Monoisotopic Molecular Weight | 116.010958616 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Dicarboxylic acids and derivatives |
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Direct Parent | Dicarboxylic acids and derivatives |
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Alternative Parents | |
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Substituents | - Fatty acyl
- Fatty acid
- Unsaturated fatty acid
- Dicarboxylic acid or derivatives
- Carboxylic acid
- 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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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | 0.46 | HANSCH,C ET AL. (1995) |
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Experimental Water Solubility | 7 mg/mL at 25 oC | US EPA (1981) |
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Melting Point | Mp 300-302° (sealed tube) | DFC |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | Production upon request, up to 5 g |
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Delivery Time | Not Available |
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Storage Form | solid |
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Storage Conditions | -80°C |
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Stability | Not Available |
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Purity | Not Available |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Commercial Vendors |
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AKSci | G686 |
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AKSci | J10942 |
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Glentham | GP3315 |
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MetaSci | HMDB0000134 |
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Toronto Research Chemicals | F500380 |
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