| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-02 13:54:31 UTC |
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| Updated at | 2022-09-02 13:54:31 UTC |
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| NP-MRD ID | NP0156662 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1e,3z,5z,7s,8r,9s,10s,11s,13r,15s,16z,18z,24s,25s)-11-ethyl-2,7,20,24,27-pentahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁸,¹⁵.0⁹,¹³]octacosa-1,3,5,16,18,20,26-heptaen-28-one |
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| Description | Alteramide A belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. (1e,3z,5z,7s,8r,9s,10s,11s,13r,15s,16z,18z,24s,25s)-11-ethyl-2,7,20,24,27-pentahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁸,¹⁵.0⁹,¹³]octacosa-1,3,5,16,18,20,26-heptaen-28-one was first documented in 2014 (PMID: 25058318). Based on a literature review a small amount of articles have been published on Alteramide A (PMID: 26200218) (PMID: 30025185) (PMID: 30794487). |
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| Structure | CC[C@H]1C[C@@H]2C[C@H]3\C=C/C=C\C(O)=NCC[C@H](O)[C@@H]4N=C(O)\C(C4=O)=C(/O)\C=C/C=C\[C@H](O)[C@H]3[C@@H]2[C@H]1C InChI=1S/C29H38N2O6/c1-3-17-14-19-15-18-8-4-7-11-23(35)30-13-12-22(34)27-28(36)26(29(37)31-27)21(33)10-6-5-9-20(32)25(18)24(19)16(17)2/h4-11,16-20,22,24-25,27,32-34H,3,12-15H2,1-2H3,(H,30,35)(H,31,37)/b8-4-,9-5-,10-6-,11-7-,26-21-/t16-,17-,18+,19+,20-,22-,24+,25-,27-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C29H38N2O6 |
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| Average Mass | 510.6310 Da |
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| Monoisotopic Mass | 510.27299 Da |
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| IUPAC Name | (3Z,5Z,7S,8R,9S,10S,11S,13R,15S,16Z,18Z,24S,25S)-11-ethyl-2,7,20,24,27-pentahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0^{8,15}.0^{9,13}]octacosa-1,3,5,16,18,20,26-heptaen-28-one |
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| Traditional Name | (3Z,5Z,7S,8R,9S,10S,11S,13R,15S,16Z,18Z,24S,25S)-11-ethyl-2,7,20,24,27-pentahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0^{8,15}.0^{9,13}]octacosa-1,3,5,16,18,20,26-heptaen-28-one |
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| CAS Registry Number | Not Available |
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| SMILES | CC[C@H]1C[C@@H]2C[C@H]3\C=C/C=C\C(O)=NCC[C@H](O)[C@@H]4N=C(O)\C(C4=O)=C(/O)\C=C/C=C\[C@H](O)[C@H]3[C@@H]2[C@H]1C |
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| InChI Identifier | InChI=1S/C29H38N2O6/c1-3-17-14-19-15-18-8-4-7-11-23(35)30-13-12-22(34)27-28(36)26(29(37)31-27)21(33)10-6-5-9-20(32)25(18)24(19)16(17)2/h4-11,16-20,22,24-25,27,32-34H,3,12-15H2,1-2H3,(H,30,35)(H,31,37)/b8-4-,9-5-,10-6-,11-7-,26-21-/t16-,17-,18+,19+,20-,22-,24+,25-,27-/m0/s1 |
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| InChI Key | HZKFYHKCBBWPIX-WJLHUKTPSA-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, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, 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 | Not Available |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Macrolactams |
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| Sub Class | Not Available |
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| Direct Parent | Macrolactams |
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| Alternative Parents | |
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| Substituents | - Macrolactam
- Monoterpenoid
- Pyrrolidone
- 2-pyrrolidone
- 3-pyrrolidone
- Pyrrolidine
- Vinylogous acid
- Secondary carboxylic acid amide
- Secondary alcohol
- Carboxamide group
- Ketone
- Lactam
- Azacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Polyol
- Enol
- Hydrocarbon derivative
- Organic nitrogen compound
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Organic oxide
- Carbonyl group
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic 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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