Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:33:34 UTC |
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Update date | 2017-01-19 02:36:42 UTC |
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FoodComEx ID | PC000949 |
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FoodDB Record | FDB023804 |
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Chemical Information |
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Name | Mevalonolactone |
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Description | Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acid's terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. [HMDB] |
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CAS Number | 503-48-0 |
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Structure | |
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Synonyms | Synonym | Source |
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(+/-) Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one | hmdb | (1)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one | hmdb | Divalonic acid | hmdb | DL-mevalonic acid lactone | hmdb | DL-Mevalonolactone | hmdb | Mevalonic acid lactone | hmdb | Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one | hmdb |
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Chemical Formula | C6H10O3 |
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IUPAC name | (4S)-4-hydroxy-4-methyloxan-2-one |
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InChI Identifier | InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3/t6-/m0/s1 |
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InChI Key | JYVXNLLUYHCIIH-LURJTMIESA-N |
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Isomeric SMILES | C[C@]1(O)CCOC(=O)C1 |
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Average Molecular Weight | 130.1418 |
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Monoisotopic Molecular Weight | 130.062994186 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. |
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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 | Delta valerolactones |
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Direct Parent | Delta valerolactones |
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Alternative Parents | |
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Substituents | - Delta_valerolactone
- Delta valerolactone
- Oxane
- Tertiary alcohol
- Carboxylic acid ester
- Oxacycle
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | Not Available | |
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Experimental Water Solubility | Not Available | |
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Melting Point | Not Available | |
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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 mg |
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Delivery Time | Not Available |
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Storage Form | liquid |
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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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Not Available |