| Record Information |
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| Version | 1.0 |
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| Creation Date | 2009-07-23 18:26:11 UTC |
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| Update Date | 2016-11-09 01:08:46 UTC |
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| Accession Number | CHEM002425 |
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| Identification |
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| Common Name | Tutin |
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| Class | Small Molecule |
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| Description | Tutin is a plant toxin found in the tutu plant (genus Coriaria). It has powerful convulsant effects. (1) |
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| Contaminant Sources | |
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| Contaminant Type | - Ester
- Ether
- Natural Compound
- Organic Compound
- Plant Toxin
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| Chemical Structure | |
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| Synonyms | | Value | Source |
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| Coriaria lactone | MeSH | | 2a,3a-Epoxy-3a,4a,5,6,7,7a-hexahydro-3a alpha,6 beta,7 beta-trihydroxy-5 alpha-isopropyl-7a alpha- methylspiro(indan-1,2'-oxirane) gamma-lactone | MeSH |
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| Chemical Formula | C15H18O6 |
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| Average Molecular Mass | 294.300 g/mol |
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| Monoisotopic Mass | 294.110 g/mol |
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| CAS Registry Number | 2571-22-4 |
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| IUPAC Name | 2',8'-dihydroxy-7'-methyl-12'-(prop-1-en-2-yl)-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-11'-one |
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| Traditional Name | 2',8'-dihydroxy-7'-methyl-12'-(prop-1-en-2-yl)-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-11'-one |
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| SMILES | CC(=C)C1C2OC(=O)C1C1(O)C3OC3C3(CO3)C1(C)C2O |
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| InChI Identifier | InChI=1S/C15H18O6/c1-5(2)6-7-12(17)20-8(6)9(16)13(3)14(4-19-14)10-11(21-10)15(7,13)18/h6-11,16,18H,1,4H2,2-3H3 |
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| InChI Key | CCAZWUJBLXKBAY-UHFFFAOYSA-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 | - Oxepane
- Gamma butyrolactone
- Oxane
- Cyclic alcohol
- Tertiary alcohol
- Tetrahydrofuran
- Secondary alcohol
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Oxacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- Alcohol
- Carbonyl group
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic 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 | Not Available | | Boiling Point | Not Available | | Solubility | 19 mg/mL at 10°C [BEILSTEIN] |
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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, Negative | splash10-0006-0090000000-06a636e21bf465a24370 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-002g-0090000000-fcf38ecaf9a001c9a6a8 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4j-3390000000-de3b7084c66a60291097 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0090000000-c09eb472d880dd17b91c | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-054k-0090000000-b4e51b46c4081fc8cb43 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-2590000000-76e558f6db835c0e279a | Spectrum |
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| Toxicity Profile |
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| Route of Exposure | Oral (ingestion) (2) ; dermal (2) |
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| Mechanism of Toxicity | Tutin is a potent antagonist of the glycine receptor. (1) |
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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 | Tutin is a plant toxin found in the tutu plant (genus Coriaria). (1) |
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| Minimum Risk Level | Not Available |
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| Health Effects | Tutin has powerful convulsant effects. (1) |
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| Symptoms | Tutin has powerful convulsant effects. (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 | Tutin |
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| Chemspider ID | Not Available |
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| ChEBI ID | Not Available |
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| PubChem Compound ID | 122160 |
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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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