| Record Information |
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| Version | 1.0 |
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| Creation Date | 2009-07-23 18:26:08 UTC |
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| Update Date | 2016-11-09 01:08:46 UTC |
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| Accession Number | CHEM002420 |
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| Identification |
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| Common Name | Oenanthotoxin |
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| Class | Small Molecule |
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| Description | Oenanthotoxin is a plant toxin found in hemlock water dropwort (Oenanthe crocata) and other plants of the genus Oenanthe. It is a central nervous system poison and acts as a non-competitive gamma-aminobutyric acid antagonist. (2) |
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| Contaminant Sources | |
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| Contaminant Type | - Natural Compound
- Organic Compound
- Plant Toxin
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| Chemical Structure | |
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| Synonyms | | Value | Source |
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| OETX | MeSH | | Enanthotoxin | MeSH | | Oenanthotoxin | MeSH | | 2,8,10-Heptadecatriene-4,6-diyne-1,14-diol | MeSH |
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| Chemical Formula | C17H22O2 |
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| Average Molecular Mass | 258.361 g/mol |
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| Monoisotopic Mass | 258.162 g/mol |
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| CAS Registry Number | 20311-78-8 |
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| IUPAC Name | (2E,8E,10E)-heptadeca-2,8,10-trien-4,6-diyne-1,14-diol |
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| Traditional Name | enanthotoxin |
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| SMILES | [H]\C(CO)=C(\[H])C#CC#C\C([H])=C(/[H])\C(\[H])=C(/[H])CCC(O)CCC |
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| InChI Identifier | InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11+ |
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| InChI Key | UPXPHJXYZGEBCW-JHTNEVNSSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. |
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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 alcohols |
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| Direct Parent | Long-chain fatty alcohols |
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| Alternative Parents | |
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| Substituents | - Long chain fatty alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | Not Available |
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| Biological Properties |
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| Status | Detected and Not Quantified |
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| Origin | Exogenous |
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| Cellular Locations | |
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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 | Solid |
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| Appearance | White powder. |
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| Experimental Properties | | Property | Value |
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| Melting Point | 87°C | | 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 | splash10-052f-0090000000-75d1442e961b8f77ceee | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-006x-3890000000-6fc7ff07b83b38d61737 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0f6x-9700000000-b66e58d47ad2c82b4fb9 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0090000000-7caa6bee9349577d8d4d | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4r-1090000000-c0a6f198da9c1ad2e511 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9320000000-6b558db13ecef8c38f52 | Spectrum |
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| Toxicity Profile |
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| Route of Exposure | Oral (ingestion) (3) ; dermal (3) |
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| Mechanism of Toxicity | Oenanthotoxin is a central nervous system poison and acts as a non-competitive gamma-aminobutyric acid antagonist. (2) |
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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) | No indication of carcinogenicity to humans (not listed by IARC). |
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| Uses/Sources | Oenanthotoxin is a plant toxin found in hemlock water dropwort (Oenanthe crocata) and other plants of the genus Oenanthe. (2) |
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| Minimum Risk Level | Not Available |
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| Health Effects | Oenanthotoxin disrupts the central nervous system, leading to tremors, seizures, and death. (1) |
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| Symptoms | Oenanthotoxin produces nausea, emesis and abdominal pain, typically within 60 minutes of ingestion. (1) |
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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 | Not Available |
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| HMDB ID | Not Available |
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| FooDB ID | Not Available |
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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 | Not Available |
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| Chemspider ID | Not Available |
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| ChEBI ID | Not Available |
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| PubChem Compound ID | 6436464 |
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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 | Not Available |
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