| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-07-13 19:54:38 UTC |
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| Update Date | 2016-07-20 21:02:24 UTC |
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| Lmdb | LMDB00650 |
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| Secondary Accession Numbers | None |
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| Metabolite Identification |
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| Common Name | Gamma Hydroxybutyric Acid |
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| Description | Gamma Hydroxybutyric Acid, commonly abbreviated GHB, is a therapeutic drug which is illegal in multiple countries. It is currently regulated in the US and sold by Jazz Pharmaceuticals under the name Xyrem. However, it is important to note that GHB is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug. However, GHB remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. GHB is a naturally occurring substance found in the central nervous system, wine, beef, small citrus fruits and almost all other living creatures in small amounts. It is used illegally under the street names Juice, Liquid Ecstasy or simply G, either as an intoxicant, or as a date rape drug. Xyrem is a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 4-Hydroxybutanoate | ChEBI | | gamma-Hydroxybutyrate | ChEBI | | GHB | ChEBI | | 4-Hydroxybutanoic acid | Generator | | g-Hydroxybutyrate | Generator | | g-Hydroxybutyric acid | Generator | | Γ-hydroxybutyrate | Generator | | Γ-hydroxybutyric acid | Generator | | g Hydroxybutyrate | Generator | | g Hydroxybutyric acid | Generator | | gamma Hydroxybutyrate | Generator, MeSH | | γ hydroxybutyrate | Generator | | γ hydroxybutyric acid | Generator | | gamma-Hydroxybutyric acid | Generator | | 4-Hydroxy-butanoic acid | HMDB | | 4-Hydroxybutyric acid | HMDB | | Juice | HMDB | | Liquid ecstasy | HMDB | | Sodium oxybate | HMDB, MeSH | | 4 Hydroxybutyrate sodium | MeSH | | Sodium gamma hydroxybutyrate | MeSH | | Sodium gamma-hydroxybutyrate | MeSH | | Oxybutyrate, sodium | MeSH | | Sodium oxybutyrate | MeSH | | Somsanit | MeSH | | 4-Hydroxybutyrate sodium | MeSH | | Oxybate sodium | MeSH | | Oxybate, sodium | MeSH | | Xyrem | MeSH |
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| Chemical Formula | C4H7O3 |
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| Average Molecular Weight | 103.0966 |
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| Monoisotopic Molecular Weight | 103.03951909 |
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| IUPAC Name | 4-hydroxybutanoate |
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| Traditional Name | gamma-hydroxybutyrate |
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| CAS Registry Number | 591-81-1 |
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| SMILES | OCCCC([O-])=O |
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| InChI Identifier | InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)/p-1 |
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| InChI Key | SJZRECIVHVDYJC-UHFFFAOYSA-M |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. |
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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 | Hydroxy fatty acids |
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| Alternative Parents | |
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| Substituents | - Short-chain hydroxy acid
- Hydroxy fatty acid
- Straight chain fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Organic anion
- 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 | 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 | | Spectrum Type | Description | Splash Key | View |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0f79-9300000000-c9f15c4e690d7ce0c483 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000l-9000000000-60d9eb4fee2765103cc6 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-2778628ee4808ab8a9a3 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0f79-9200000000-c2c3e382f03ed27a420c | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0kgc-9100000000-76b2d87492ff88ac0cd2 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4u-9000000000-463520cec00f6f78dfbe | Spectrum |
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