Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 22:13:28 UTC |
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Update Date | 2022-03-07 02:55:08 UTC |
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HMDB ID | HMDB0036982 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Atrovirisidone |
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Description | Atrovirisidone belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Atrovirisidone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, atrovirisidone has been detected, but not quantified in, fruits. This could make atrovirisidone a potential biomarker for the consumption of these foods. |
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Structure | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O)=C1C(=O)O2 InChI=1S/C24H26O7/c1-12(2)6-8-15-16(9-7-13(3)4)21-23(22(29-5)20(15)27)30-18-11-14(25)10-17(26)19(18)24(28)31-21/h6-7,10-11,25-27H,8-9H2,1-5H3 |
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Synonyms | Value | Source |
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Atrovirisidone | MeSH |
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Chemical Formula | C24H26O7 |
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Average Molecular Weight | 426.459 |
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Monoisotopic Molecular Weight | 426.167853186 |
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IUPAC Name | 5,12,14-trihydroxy-4-methoxy-6,7-bis(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one |
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Traditional Name | 5,12,14-trihydroxy-4-methoxy-6,7-bis(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O)=C1C(=O)O2 |
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InChI Identifier | InChI=1S/C24H26O7/c1-12(2)6-8-15-16(9-7-13(3)4)21-23(22(29-5)20(15)27)30-18-11-14(25)10-17(26)19(18)24(28)31-21/h6-7,10-11,25-27H,8-9H2,1-5H3 |
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InChI Key | KGIATYCAIYWYED-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Depsides and depsidones |
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Sub Class | Not Available |
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Direct Parent | Depsides and depsidones |
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Alternative Parents | |
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Substituents | - Depsidone
- Diaryl ether
- Dihydroxybenzoic acid
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- 1,4-dioxepine
- Alkyl aryl ether
- Dioxepine
- Benzenoid
- Vinylogous acid
- Carboxylic acid ester
- Lactone
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Ether
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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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 | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 75 - 76 °C | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Atrovirisidone,1TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O)=C1C(=O)O2 | 3229.2 | Semi standard non polar | 33892256 | Atrovirisidone,1TMS,isomer #2 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O2 | 3277.3 | Semi standard non polar | 33892256 | Atrovirisidone,1TMS,isomer #3 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O2 | 3278.4 | Semi standard non polar | 33892256 | Atrovirisidone,2TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O2 | 3236.0 | Semi standard non polar | 33892256 | Atrovirisidone,2TMS,isomer #2 | COC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O2 | 3210.5 | Semi standard non polar | 33892256 | Atrovirisidone,2TMS,isomer #3 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)O2 | 3258.5 | Semi standard non polar | 33892256 | Atrovirisidone,3TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)O2 | 3260.8 | Semi standard non polar | 33892256 | Atrovirisidone,1TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O)=C1C(=O)O2 | 3448.9 | Semi standard non polar | 33892256 | Atrovirisidone,1TBDMS,isomer #2 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)O2 | 3473.8 | Semi standard non polar | 33892256 | Atrovirisidone,1TBDMS,isomer #3 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O2 | 3459.7 | Semi standard non polar | 33892256 | Atrovirisidone,2TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)O2 | 3651.0 | Semi standard non polar | 33892256 | Atrovirisidone,2TBDMS,isomer #2 | COC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O2 | 3623.1 | Semi standard non polar | 33892256 | Atrovirisidone,2TBDMS,isomer #3 | COC1=C(O)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O2 | 3686.1 | Semi standard non polar | 33892256 | Atrovirisidone,3TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(CC=C(C)C)C2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O2 | 3821.2 | Semi standard non polar | 33892256 |
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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 - Atrovirisidone GC-MS (Non-derivatized) - 70eV, Positive | splash10-03ea-1109300000-d5adae936a933a35af57 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Atrovirisidone GC-MS (3 TMS) - 70eV, Positive | splash10-0fb9-1090077000-f50f2c35659dae17c59e | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Atrovirisidone 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 - Atrovirisidone 10V, Positive-QTOF | splash10-004i-0016900000-1c90cfb545b990423847 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 20V, Positive-QTOF | splash10-05i0-1209200000-1ccae326d5d98cdea456 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 40V, Positive-QTOF | splash10-0f79-2910000000-6d2e1d447ab5938604ce | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 10V, Negative-QTOF | splash10-004i-0001900000-253a22fc71405ae29646 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 20V, Negative-QTOF | splash10-004i-0227900000-65aeec054f71bf0a4729 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 40V, Negative-QTOF | splash10-0fb9-3900000000-520267b8efd00cb12f8c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 10V, Negative-QTOF | splash10-004i-0000900000-ca34c21fe8eaf0f2b11c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 20V, Negative-QTOF | splash10-004i-0006900000-3907423488976b11ecf1 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 40V, Negative-QTOF | splash10-000l-0019000000-ff4ae74679ca55563ecd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 10V, Positive-QTOF | splash10-00fr-0009700000-98d854cf0cc5479d6f95 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 20V, Positive-QTOF | splash10-00xr-0009000000-7c4b752ea9f40dd20eaa | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Atrovirisidone 40V, Positive-QTOF | splash10-0zi3-1109000000-6ba32b6f7a7c9424a61e | 2021-09-23 | Wishart Lab | View Spectrum |
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