Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 00:13:35 UTC |
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Update Date | 2022-03-07 02:55:58 UTC |
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HMDB ID | HMDB0038878 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Cycloartomunin |
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Description | Cycloartomunin belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, cycloartomunin is considered to be a flavonoid lipid molecule. Cycloartomunin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, cycloartomunin has been detected, but not quantified in, breadfruits and fruits. This could make cycloartomunin a potential biomarker for the consumption of these foods. |
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Structure | COC1=C(O)C=C2C(OC(C=C(C)C)C3=C2OC2=C(C(O)=CC4=C2C=CC(C)(C)O4)C3=O)=C1 InChI=1S/C26H24O7/c1-12(2)8-20-22-23(29)21-16(28)10-18-13(6-7-26(3,4)33-18)24(21)32-25(22)14-9-15(27)19(30-5)11-17(14)31-20/h6-11,20,27-28H,1-5H3 |
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Synonyms | Value | Source |
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3-(9H-Fluoren-9-yl(hydroxy)methyl)dihydro-2(3H)-furanone | HMDB | 6,12-Dihydroxy-11-methoxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6',5'-e]pyran-7-one | HMDB | 6,12-Dihydroxy-11-methoxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6',5'-e]pyran-7-one, 9ci | HMDB |
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Chemical Formula | C26H24O7 |
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Average Molecular Weight | 448.4646 |
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Monoisotopic Molecular Weight | 448.152203122 |
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IUPAC Name | 11,20-dihydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17,19,21-octaen-13-one |
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Traditional Name | 11,20-dihydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17,19,21-octaen-13-one |
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CAS Registry Number | 135023-19-7 |
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SMILES | COC1=C(O)C=C2C(OC(C=C(C)C)C3=C2OC2=C(C(O)=CC4=C2C=CC(C)(C)O4)C3=O)=C1 |
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InChI Identifier | InChI=1S/C26H24O7/c1-12(2)8-20-22-23(29)21-16(28)10-18-13(6-7-26(3,4)33-18)24(21)32-25(22)14-9-15(27)19(30-5)11-17(14)31-20/h6-11,20,27-28H,1-5H3 |
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InChI Key | WQSBCGFYYIWXHK-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Pyranoflavonoids |
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Direct Parent | Pyranoflavonoids |
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Alternative Parents | |
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Substituents | - Pyranoflavonoid
- Pyranochromene
- 2,2-dimethyl-1-benzopyran
- Chromone
- Benzopyran
- 1-benzopyran
- Anisole
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Pyran
- Heteroaromatic compound
- Vinylogous acid
- Oxacycle
- Ether
- Organoheterocyclic compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen 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 | |
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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 | 278 - 280 °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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Cycloartomunin,1TMS,isomer #1 | COC1=CC2=C(C=C1O[Si](C)(C)C)C1=C(C(=O)C3=C(O)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 3708.8 | Semi standard non polar | 33892256 | Cycloartomunin,1TMS,isomer #2 | COC1=CC2=C(C=C1O)C1=C(C(=O)C3=C(O[Si](C)(C)C)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 3708.8 | Semi standard non polar | 33892256 | Cycloartomunin,2TMS,isomer #1 | COC1=CC2=C(C=C1O[Si](C)(C)C)C1=C(C(=O)C3=C(O[Si](C)(C)C)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 3620.7 | Semi standard non polar | 33892256 | Cycloartomunin,1TBDMS,isomer #1 | COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1=C(C(=O)C3=C(O)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 3928.5 | Semi standard non polar | 33892256 | Cycloartomunin,1TBDMS,isomer #2 | COC1=CC2=C(C=C1O)C1=C(C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 3923.6 | Semi standard non polar | 33892256 | Cycloartomunin,2TBDMS,isomer #1 | COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1=C(C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C4OC(C)(C)C=CC4=C3O1)C(C=C(C)C)O2 | 4034.7 | 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 - Cycloartomunin GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-2442900000-0f29c7b991af3639b55c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cycloartomunin GC-MS (2 TMS) - 70eV, Positive | splash10-004i-2140090000-401cce873f829d0c5956 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cycloartomunin 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 - Cycloartomunin 10V, Positive-QTOF | splash10-0002-0001900000-eb6268f4aa92b00dfbe2 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 20V, Positive-QTOF | splash10-000w-3013900000-e2c939f35a6815fe745d | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 40V, Positive-QTOF | splash10-000i-8903000000-d7574d402d3aa5f1eb2a | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 10V, Negative-QTOF | splash10-0002-0000900000-03ff5e35c26643b98b17 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 20V, Negative-QTOF | splash10-0002-0002900000-7f783fa1169e5e85989e | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 40V, Negative-QTOF | splash10-01r2-1049200000-daa2543db5632156b768 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 10V, Positive-QTOF | splash10-0002-0000900000-cd840e85dedbf254bb21 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 20V, Positive-QTOF | splash10-0002-0000900000-cd840e85dedbf254bb21 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 40V, Positive-QTOF | splash10-014j-0092500000-0de26c9a9de177a9e3ea | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 10V, Negative-QTOF | splash10-0002-0000900000-0117e100c6ba0dd0228d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 20V, Negative-QTOF | splash10-0002-0000900000-0117e100c6ba0dd0228d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cycloartomunin 40V, Negative-QTOF | splash10-00di-0190200000-b8e96e4212f6a1e75118 | 2021-09-22 | Wishart Lab | View Spectrum |
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