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 18:57:59 UTC |
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Update Date | 2022-03-07 02:54:00 UTC |
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HMDB ID | HMDB0034173 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Phaseollin |
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Description | Phaseollin belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Phaseollin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, phaseollin has been detected, but not quantified in, several different foods, such as cowpea, scarlet beans, pulses, soy beans, and green beans. This could make phaseollin a potential biomarker for the consumption of these foods. Phaseolin is a prenylated pterocarpan found in French bean (Phaseolus vulgaris) seeds and in the stems of Erythrina subumbrans. |
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Structure | CC1(C)OC2=C(C=C1)C1=C(C=C2)C2COC3=C(C=CC(O)=C3)C2O1 InChI=1S/C20H18O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-9,15,19,21H,10H2,1-2H3 |
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Synonyms | Value | Source |
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(-)-Phaseollin | HMDB | 6b,12b-Dihydro-3,3-dimethyl-3H,7H-furo[3,2-c:5,4-F]bis[1]benzopyran-10-ol, 9ci | HMDB | Phaseolin | HMDB | Phaseolin fungicide | HMDB |
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Chemical Formula | C20H18O4 |
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Average Molecular Weight | 322.3545 |
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Monoisotopic Molecular Weight | 322.120509064 |
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IUPAC Name | 17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol |
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Traditional Name | 17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol |
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CAS Registry Number | 13401-40-6 |
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SMILES | CC1(C)OC2=C(C=C1)C1=C(C=C2)C2COC3=C(C=CC(O)=C3)C2O1 |
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InChI Identifier | InChI=1S/C20H18O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-9,15,19,21H,10H2,1-2H3 |
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InChI Key | LWTDZKXXJRRKDG-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Isoflavonoids |
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Sub Class | Furanoisoflavonoids |
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Direct Parent | Pterocarpans |
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Alternative Parents | |
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Substituents | - Isoflavanol
- Pterocarpan
- Isoflavan
- 2,2-dimethyl-1-benzopyran
- Chromane
- Benzopyran
- 1-benzopyran
- Benzofuran
- Coumaran
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Ether
- Organoheterocyclic compound
- Oxacycle
- 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 | |
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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 | 177 - 178 °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 IndicesUnderivatizedDerivatized |
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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 - Phaseollin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pba-0986000000-ef26fd9f571cb19c6da7 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phaseollin GC-MS (1 TMS) - 70eV, Positive | splash10-00fr-4659000000-30489c44cd92abec518c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phaseollin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phaseollin 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 - Phaseollin 10V, Positive-QTOF | splash10-00di-1019000000-4bbab45d581bac2b73b0 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 20V, Positive-QTOF | splash10-01b9-1095000000-dc691a3331d87151164d | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 40V, Positive-QTOF | splash10-014i-7390000000-d3aa381d2d66b3ecd240 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 10V, Negative-QTOF | splash10-00di-0009000000-eee8d60ede6b3ee25d06 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 20V, Negative-QTOF | splash10-00di-0069000000-190ffcf697fb9f20069b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 40V, Negative-QTOF | splash10-000i-0190000000-a6a942d005a9696cc3be | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 10V, Negative-QTOF | splash10-00di-0009000000-a4f58630e05faac231a5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 20V, Negative-QTOF | splash10-00fr-0098000000-6433a047af8ecc8e05c1 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 40V, Negative-QTOF | splash10-0a6r-1982000000-aef35370b06f5bbbb8e3 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 10V, Positive-QTOF | splash10-00di-0009000000-17eb34705e2ef23f703b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 20V, Positive-QTOF | splash10-00di-0029000000-9d0ae020608ee5e985d1 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseollin 40V, Positive-QTOF | splash10-0avj-0932000000-f87d4a45a8e512e4f272 | 2021-09-24 | Wishart Lab | View Spectrum |
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