| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 21:10:09 UTC |
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| Updated at | 2022-04-28 21:10:09 UTC |
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| NP-MRD ID | NP0075973 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 11-Methoxykopsilongine N(4)-oxide |
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| Description | 2,18-Dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12λ⁵-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3(8),4,6-triene-2,18-dicarboxylate belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. 11-Methoxykopsilongine N(4)-oxide is found in Kopsia dasyrachis. Based on a literature review very few articles have been published on 2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12λ⁵-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3(8),4,6-triene-2,18-dicarboxylate. |
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| Structure | COC(=O)N1C2=C(C=CC(OC)=C2OC)[C@@]23CCN4(=O)CCC[C@]5(CC[C@@]12[C@@](O)(C5)C(=O)OC)[C@@H]34 InChI=1S/C25H32N2O8/c1-32-16-7-6-15-17(18(16)33-2)26(21(29)35-4)25-10-9-22(14-24(25,30)20(28)34-3)8-5-12-27(31)13-11-23(15,25)19(22)27/h6-7,19,30H,5,8-14H2,1-4H3/t19-,22+,23+,24+,25+,27?/m0/s1 |
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| Synonyms | | Value | Source |
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| 2,18-Dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12-diazahexacyclo[14.2.2.1,.0,.0,.0,]henicosa-3(8),4,6-triene-2,18-dicarboxylic acid | Generator |
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| Chemical Formula | C25H32N2O8 |
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| Average Mass | 488.5370 Da |
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| Monoisotopic Mass | 488.21587 Da |
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| IUPAC Name | 2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12lambda5-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3(8),4,6-triene-2,18-dicarboxylate |
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| Traditional Name | 2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12lambda5-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3(8),4,6-triene-2,18-dicarboxylate |
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| CAS Registry Number | Not Available |
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| SMILES | COC(=O)N1C2=C(C=CC(OC)=C2OC)[C@@]23CCN4(=O)CCC[C@]5(CC[C@@]12[C@@](O)(C5)C(=O)OC)[C@@H]34 |
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| InChI Identifier | InChI=1S/C25H32N2O8/c1-32-16-7-6-15-17(18(16)33-2)26(21(29)35-4)25-10-9-22(14-24(25,30)20(28)34-3)8-5-12-27(31)13-11-23(15,25)19(22)27/h6-7,19,30H,5,8-14H2,1-4H3/t19-,22+,23+,24+,25+,27?/m0/s1 |
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| InChI Key | PQKJOICJGGMUMG-QDWBYKHOSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Kopsia dasyrachis | Plant | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Aspidofractine alkaloids |
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| Sub Class | Not Available |
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| Direct Parent | Aspidofractine alkaloids |
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| Alternative Parents | |
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| Substituents | - Aspidofractine skeleton
- Aspidosperma alkaloid
- Carbazole
- Indolecarboxylic acid derivative
- Indolecarboxylic acid
- Quinolidine
- Azaspirodecane
- Indolizidine
- Indole or derivatives
- Anisole
- Alkyl aryl ether
- Benzenoid
- N-alkylpyrrolidine
- Piperidine
- Trialkyl amine oxide
- Methyl ester
- Carbamic acid ester
- Tertiary alcohol
- Pyrrolidine
- Cyclic alcohol
- Carbonic acid derivative
- Carboxylic acid ester
- Azacycle
- Organoheterocyclic compound
- Trisubstituted n-oxide
- Monocarboxylic acid or derivatives
- Ether
- Carboxylic acid derivative
- N-oxide
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organic zwitterion
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Alcohol
- 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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