| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-05-27 01:47:41 UTC |
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| Update Date | 2016-11-09 01:22:35 UTC |
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| Accession Number | CHEM042027 |
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| Identification |
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| Common Name | 4-hydroxybutanoate |
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| Class | Small Molecule |
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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 gamma-Hydroxybutyric acid is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug; however gamma-Hydroxybutyric acid remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. gamma-Hydroxybutyric acid 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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| Contaminant Sources | - FooDB Chemicals
- HMDB Contaminants - Urine
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| Contaminant Type | Not Available |
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| Chemical 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 Mass | 103.097 g/mol |
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| Monoisotopic Mass | 103.040 g/mol |
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| CAS Registry Number | Not Available |
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| IUPAC Name | 4-hydroxybutanoate |
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| Traditional Name | gamma-hydroxybutyrate |
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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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| Biological Properties |
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| Status | Detected and Not Quantified |
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| Origin | Not Available |
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| Cellular Locations | Not Available |
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| Biofluid Locations | Not Available |
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| Tissue Locations | Not Available |
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| Pathways | Not Available |
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| Applications | Not Available |
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| Biological Roles | Not Available |
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| Chemical Roles | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Appearance | Not Available |
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| Experimental Properties | | Property | Value |
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| Melting Point | Not Available | | Boiling Point | Not Available | | Solubility | 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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| Toxicity Profile |
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| Route of Exposure | Not Available |
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| Mechanism of Toxicity | Not Available |
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| Metabolism | Not Available |
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| Toxicity Values | Not Available |
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| Lethal Dose | Not Available |
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| Carcinogenicity (IARC Classification) | Not Available |
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| Uses/Sources | Not Available |
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| Minimum Risk Level | Not Available |
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| Health Effects | Not Available |
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| Symptoms | Not Available |
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| Treatment | Not Available |
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| Concentrations |
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| Not Available |
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| External Links |
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| DrugBank ID | DB01440 |
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| HMDB ID | HMDB0015507 |
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| FooDB ID | FDB030502 |
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| Phenol Explorer ID | Not Available |
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| KNApSAcK ID | Not Available |
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| BiGG ID | Not Available |
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| BioCyc ID | Not Available |
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| METLIN ID | Not Available |
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| PDB ID | Not Available |
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| Wikipedia Link | Gamma-Hydroxybutyric acid |
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| Chemspider ID | Not Available |
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| ChEBI ID | 16724 |
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| PubChem Compound ID | 3037032 |
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| Kegg Compound ID | Not Available |
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| YMDB ID | Not Available |
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| ECMDB ID | Not Available |
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| References |
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| Synthesis Reference | Not Available |
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| MSDS | Not Available |
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| General References | |
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