Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-08-28 17:02:36 UTC |
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Update Date | 2021-09-26 22:47:35 UTC |
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HMDB ID | HMDB0242210 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | (-)-Deoxypodophyllotoxin |
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Description | Isoanthricin belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others. Isoanthricin is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-deoxypodophyllotoxin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-Deoxypodophyllotoxin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | COC1=CC(=CC(OC)=C1OC)C1C2C(COC2=O)CC2=CC3=C(OCO3)C=C12 InChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3 |
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Synonyms | Value | Source |
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Isodeoxypodophyllotoxin | MeSH | Deoxypodophyllotoxin, (5R-(5alpha,5abeta,8aalpha))-isomer | MeSH | Deoxypodophyllotoxin, (5alpha,5aalpha,8aalpha)-(+-)-isomer | MeSH | Deoxypodophyllotoxin, (5alpha,5aalpha,8abeta)-(+-)-isomer | MeSH | Deoxypodophyllotoxin, (5R-(5alpha,5aalpha,8abeta))-isomer | MeSH | Deoxypicropodophyllin | MeSH | Deoxypodophyllotoxin, (5R-(5alpha,5abeta,8abeta))-isomer | MeSH | Deoxypodophyllotoxin | MeSH | Deoxypodophyllotoxin, (5R-(5alpha,5aalpha,8aalpha))-isomer | MeSH |
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Chemical Formula | C22H22O7 |
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Average Molecular Weight | 398.411 |
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Monoisotopic Molecular Weight | 398.136553048 |
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IUPAC Name | 10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one |
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Traditional Name | 10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC(=CC(OC)=C1OC)C1C2C(COC2=O)CC2=CC3=C(OCO3)C=C12 |
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InChI Identifier | InChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3 |
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InChI Key | ZGLXUQQMLLIKAN-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others. |
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Kingdom | Organic compounds |
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Super Class | Lignans, neolignans and related compounds |
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Class | Lignan lactones |
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Sub Class | Not Available |
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Direct Parent | Lignan lactones |
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Alternative Parents | |
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Substituents | - Lignan lactone
- 1-aryltetralin lignan
- Linear furanonaphthodioxole
- Naphthofuran
- Tetralin
- Benzodioxole
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Gamma butyrolactone
- Benzenoid
- Tetrahydrofuran
- Lactone
- Carboxylic acid ester
- Acetal
- Oxacycle
- Carboxylic acid derivative
- Organoheterocyclic compound
- Ether
- Monocarboxylic acid or derivatives
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesNot Available |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - (-)-Deoxypodophyllotoxin GC-MS (Non-derivatized) - 70eV, Positive | splash10-02t9-0009000000-c1517c76117f4825ef81 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (-)-Deoxypodophyllotoxin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (-)-Deoxypodophyllotoxin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (-)-Deoxypodophyllotoxin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (-)-Deoxypodophyllotoxin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 10V, Positive-QTOF | splash10-000t-0049000000-0e05a46f37a5dfe1f092 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 20V, Positive-QTOF | splash10-000t-0059000000-5d3608d6e0b15d777b02 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 40V, Positive-QTOF | splash10-0fms-0169000000-b1d50fdfb49beba2caa0 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 10V, Negative-QTOF | splash10-0002-0109000000-2315e944b5a648d40c51 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 20V, Negative-QTOF | splash10-0gba-0009000000-3ede7117463f37b235ee | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Deoxypodophyllotoxin 40V, Negative-QTOF | splash10-0mjj-1079000000-69e7ad9bb3211d83576b | 2021-10-12 | Wishart Lab | View Spectrum |
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