| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:05:01 UTC |
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| Update Date | 2020-05-11 20:40:39 UTC |
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| BMDB ID | BMDB0003518 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Homocitric acid |
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| Description | Homocitric acid, also known as homocitrate, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Homocitric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Homocitric acid exists in all living species, ranging from bacteria to humans. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (R)-2-Hydroxy-1,2,4-butanetricarboxylic acid | ChEBI | | (R)-2-Hydroxybutane-1,2,4-tricarboxylic acid | ChEBI | | (R)-Homocitric acid | ChEBI | | 3-Hydroxy-3-carboxyadipic acid | ChEBI | | Homocitrate | ChEBI | | (R)-2-Hydroxy-1,2,4-butanetricarboxylate | Generator | | (R)-2-Hydroxybutane-1,2,4-tricarboxylate | Generator | | (R)-Homocitrate | Generator | | 3-Hydroxy-3-carboxyadipate | Generator | | 2-Hydroxybutane-1,2,4-tricarboxylate | HMDB | | (2R)-2-Hydroxy-1,2,4-butanetricarboxylate | HMDB | | (2R)-2-Hydroxy-1,2,4-butanetricarboxylic acid | HMDB | | (±)-homocitrate | HMDB | | (±)-homocitric acid | HMDB | | 2-Hydroxy-1,2,4-butanetricarboxylate | HMDB | | 2-Hydroxy-1,2,4-butanetricarboxylic acid | HMDB | | Homocitric acid | HMDB |
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| Chemical Formula | C7H10O7 |
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| Average Molecular Weight | 206.1501 |
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| Monoisotopic Molecular Weight | 206.042652674 |
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| IUPAC Name | (2R)-2-hydroxybutane-1,2,4-tricarboxylic acid |
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| Traditional Name | (R)-homocitric acid |
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| CAS Registry Number | 3562-74-1 |
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| SMILES | OC(=O)CC[C@@](O)(CC(O)=O)C(O)=O |
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| InChI Identifier | InChI=1S/C7H10O7/c8-4(9)1-2-7(14,6(12)13)3-5(10)11/h14H,1-3H2,(H,8,9)(H,10,11)(H,12,13)/t7-/m1/s1 |
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| InChI Key | XKJVEVRQMLKSMO-SSDOTTSWSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl 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 | Tricarboxylic acids and derivatives |
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| Direct Parent | Tricarboxylic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Tricarboxylic acid or derivatives
- Hydroxy acid
- Alpha-hydroxy acid
- Tertiary alcohol
- Carboxylic acid
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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 | Expected but not 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 | |
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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 | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | 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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