| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 14:24:25 UTC |
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| Updated at | 2022-04-28 14:24:26 UTC |
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| NP-MRD ID | NP0069072 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (-)-Antioquine |
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| Description | (1S,14R)-9,20,25-trimethoxy-15,31-dimethyl-23-oxa-15,31-diazaheptacyclo[22.7.1.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁸,³².0²²,³³]Pentatriaconta-3(35),4,6,8,10,12(34),18,20,22(33),24,26,28(32)-dodecaene-6,21-diol belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. (-)-Antioquine is found in Guatteria boliviana. Based on a literature review very few articles have been published on (1S,14R)-9,20,25-trimethoxy-15,31-dimethyl-23-oxa-15,31-diazaheptacyclo[22.7.1.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁸,³².0²²,³³]Pentatriaconta-3(35),4,6,8,10,12(34),18,20,22(33),24,26,28(32)-dodecaene-6,21-diol. |
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| Structure | COC1=CC=C2CCN(C)[C@H]3CC4=CC(=C(O)C=C4)C4=C(OC)C=CC(C[C@H]5N(C)CCC6=C5C(OC1=C23)=C(O)C(OC)=C6)=C4 InChI=1S/C37H40N2O6/c1-38-14-12-23-8-11-31(43-4)36-33(23)27(38)18-21-6-9-29(40)25(16-21)26-17-22(7-10-30(26)42-3)19-28-34-24(13-15-39(28)2)20-32(44-5)35(41)37(34)45-36/h6-11,16-17,20,27-28,40-41H,12-15,18-19H2,1-5H3/t27-,28+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C37H40N2O6 |
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| Average Mass | 608.7350 Da |
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| Monoisotopic Mass | 608.28864 Da |
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| IUPAC Name | (1S,14R)-9,20,25-trimethoxy-15,31-dimethyl-23-oxa-15,31-diazaheptacyclo[22.7.1.1^{3,7}.1^{8,12}.1^{14,18}.0^{28,32}.0^{22,33}]pentatriaconta-3(35),4,6,8,10,12(34),18(33),19,21,24(32),25,27-dodecaene-6,21-diol |
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| Traditional Name | (1S,14R)-9,20,25-trimethoxy-15,31-dimethyl-23-oxa-15,31-diazaheptacyclo[22.7.1.1^{3,7}.1^{8,12}.1^{14,18}.0^{28,32}.0^{22,33}]pentatriaconta-3(35),4,6,8,10,12(34),18(33),19,21,24(32),25,27-dodecaene-6,21-diol |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=C2CCN(C)[C@H]3CC4=CC(=C(O)C=C4)C4=C(OC)C=CC(C[C@H]5N(C)CCC6=C5C(OC1=C23)=C(O)C(OC)=C6)=C4 |
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| InChI Identifier | InChI=1S/C37H40N2O6/c1-38-14-12-23-8-11-31(43-4)36-33(23)27(38)18-21-6-9-29(40)25(16-21)26-17-22(7-10-30(26)42-3)19-28-34-24(13-15-39(28)2)20-32(44-5)35(41)37(34)45-36/h6-11,16-17,20,27-28,40-41H,12-15,18-19H2,1-5H3/t27-,28+/m0/s1 |
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| InChI Key | IEEFWPXAXKSLGR-WUFINQPMSA-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 diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Ethers |
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| Direct Parent | Diarylethers |
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| Alternative Parents | |
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| Substituents | - Diaryl ether
- Tetrahydroisoquinoline
- Anisole
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Alkyl aryl ether
- Benzenoid
- Tertiary aliphatic amine
- Tertiary amine
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Amine
- 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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