Record Information |
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Version | 2.0 |
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Created at | 2022-04-28 05:32:48 UTC |
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Updated at | 2022-04-28 05:32:49 UTC |
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NP-MRD ID | NP0060508 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Alopecurone D |
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Description | (5R,6R,12S)-6-(3,5-dihydroxyphenyl)-8-hydroxy-12-(4-hydroxy-2-methoxyphenyl)-5-(4-hydroxyphenyl)-2-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-4,13-dioxatricyclo[7.4.0.0³,⁷]Trideca-1(9),2,7-trien-10-one belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Alopecurone D is found in Sophora alopecuroides. Based on a literature review very few articles have been published on (5R,6R,12S)-6-(3,5-dihydroxyphenyl)-8-hydroxy-12-(4-hydroxy-2-methoxyphenyl)-5-(4-hydroxyphenyl)-2-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-4,13-dioxatricyclo[7.4.0.0³,⁷]Trideca-1(9),2,7-trien-10-one. |
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Structure | COC1=C(C=CC(O)=C1)[C@@H]1CC(=O)C2=C(O1)C(C[C@@H](CC=C(C)C)C(C)=C)=C1O[C@H]([C@@H](C1=C2O)C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1 InChI=1S/C40H40O9/c1-20(2)6-7-23(21(3)4)16-30-39-35(31(45)19-33(48-39)29-13-12-26(42)18-32(29)47-5)37(46)36-34(24-14-27(43)17-28(44)15-24)38(49-40(30)36)22-8-10-25(41)11-9-22/h6,8-15,17-18,23,33-34,38,41-44,46H,3,7,16,19H2,1-2,4-5H3/t23-,33+,34-,38+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C40H40O9 |
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Average Mass | 664.7510 Da |
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Monoisotopic Mass | 664.26723 Da |
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IUPAC Name | (5R,6R,12S)-6-(3,5-dihydroxyphenyl)-8-hydroxy-12-(4-hydroxy-2-methoxyphenyl)-5-(4-hydroxyphenyl)-2-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,7-trien-10-one |
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Traditional Name | (5R,6R,12S)-6-(3,5-dihydroxyphenyl)-8-hydroxy-12-(4-hydroxy-2-methoxyphenyl)-5-(4-hydroxyphenyl)-2-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,7-trien-10-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=C(C=CC(O)=C1)[C@@H]1CC(=O)C2=C(O1)C(C[C@@H](CC=C(C)C)C(C)=C)=C1O[C@H]([C@@H](C1=C2O)C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1 |
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InChI Identifier | InChI=1S/C40H40O9/c1-20(2)6-7-23(21(3)4)16-30-39-35(31(45)19-33(48-39)29-13-12-26(42)18-32(29)47-5)37(46)36-34(24-14-27(43)17-28(44)15-24)38(49-40(30)36)22-8-10-25(41)11-9-22/h6,8-15,17-18,23,33-34,38,41-44,46H,3,7,16,19H2,1-2,4-5H3/t23-,33+,34-,38+/m1/s1 |
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InChI Key | QXJNTDXKZVNKDH-DCQWZZGMSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | 2-arylbenzofuran flavonoids |
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Sub Class | Not Available |
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Direct Parent | 2-arylbenzofuran flavonoids |
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Alternative Parents | |
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Substituents | - 2-arylbenzofuran flavonoid
- 8-prenylated flavanone
- 8-prenylated flavan
- 7-prenylated 2-arybenzofuran
- Linear 1,7-diphenylheptane skeleton
- Furanoflavonoid or dihydroflavonoid
- 2p-methoxyflavonoid-skeleton
- Neolignan skeleton
- Hydroxyflavonoid
- Flavanone
- 5-hydroxyflavonoid
- 4'-hydroxyflavonoid
- Flavan
- 1-phenylcoumaran
- Stilbene
- Furanochromone
- Chromone
- 1-benzopyran
- Monoterpenoid
- Methoxyphenol
- Benzopyran
- Chromane
- Aromatic monoterpenoid
- Coumaran
- Benzofuran
- Phenoxy compound
- Methoxybenzene
- Aryl alkyl ketone
- Aryl ketone
- Resorcinol
- Phenol ether
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Alkyl aryl ether
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Ketone
- Oxacycle
- Organoheterocyclic compound
- Ether
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental 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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Predicted Properties | |
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