| Record Information |
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| Version | 1.0 |
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| Creation Date | 2018-06-25 21:57:30 UTC |
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| Update Date | 2020-03-13 17:34:30 UTC |
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| BMDB ID | BMDB0062194 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Glucaric acid-1,4-lactone |
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| Description | D-Glucaro-1,4-lactone, also known as saccharolactone or 1,4-D-glucarolactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. D-Glucaro-1,4-lactone is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1,4-D-Glucarolactone | ChEBI | | 1,4-Glucarolactone | ChEBI | | D-Saccharolactone | ChEBI | | Saccharolactone | ChEBI | | Saccharolactone, monocalcium salt, (D)-isomer | HMDB | | Saccharolactone, (D)-isomer | HMDB | | Saccharolactone, monosodium salt, (D)-isomer | HMDB | | Glucarate-1,4-lactone | HMDB |
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| Chemical Formula | C6H8O7 |
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| Average Molecular Weight | 192.1235 |
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| Monoisotopic Molecular Weight | 192.02700261 |
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| IUPAC Name | (2S)-2-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetic acid |
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| Traditional Name | (S)-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl](hydroxy)acetic acid |
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| CAS Registry Number | 5027-63-4 |
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| SMILES | [H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O |
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| InChI Identifier | InChI=1S/C6H8O7/c7-1-2(8)6(12)13-4(1)3(9)5(10)11/h1-4,7-9H,(H,10,11)/t1-,2-,3+,4+/m1/s1 |
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| InChI Key | XECPAIJNBXCOBO-MMPJQOAZSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Lactones |
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| Sub Class | Gamma butyrolactones |
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| Direct Parent | Gamma butyrolactones |
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| Alternative Parents | |
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| Substituents | - Alpha-hydroxy acid
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Hydroxy acid
- Tetrahydrofuran
- Secondary alcohol
- Carboxylic acid ester
- Oxacycle
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organic oxygen compound
- Alcohol
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | Not Available |
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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 | Not Available |
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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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| General References | - Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
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