| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2024-09-09 11:09:31 UTC |
|---|
| Updated at | 2025-12-20 20:41:06 UTC |
|---|
| NP-MRD ID | NP0333796 |
|---|
| Natural Product DOI | https://doi.org/10.57994/3274 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | Bipolarolide M |
|---|
| Description | Bipolarolide M belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review very few articles have been published on Bipolarolide M. |
|---|
| Structure | [H][C@@]1(CC[C@]2(C)C[C@@]3([H])C4=C(CC[C@@]12[H])C(=O)N(CCO)[C@]4([H])C[C@@]3(C)O)[C@@H](C)\C=C/C=C(C)C InChI=1S/C27H41NO3/c1-17(2)7-6-8-18(3)19-11-12-26(4)15-22-24-20(9-10-21(19)26)25(30)28(13-14-29)23(24)16-27(22,5)31/h6-8,18-19,21-23,29,31H,9-16H2,1-5H3/b8-6-/t18-,19+,21-,22-,23+,26+,27+/m0/s1 |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C27H41NO3 |
|---|
| Average Mass | 427.6290 Da |
|---|
| Monoisotopic Mass | 427.30864 Da |
|---|
| IUPAC Name | (1S,3R,6R,7S,13R,15R)-15-hydroxy-12-(2-hydroxyethyl)-3,15-dimethyl-6-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]-12-azatetracyclo[8.5.1.0^{3,7}.0^{13,16}]hexadec-10(16)-en-11-one |
|---|
| Traditional Name | (1S,3R,6R,7S,13R,15R)-15-hydroxy-12-(2-hydroxyethyl)-3,15-dimethyl-6-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]-12-azatetracyclo[8.5.1.0^{3,7}.0^{13,16}]hexadec-10(16)-en-11-one |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H][C@@]1(CC[C@]2(C)C[C@@]3([H])C4=C(CC[C@@]12[H])C(=O)N(CCO)[C@]4([H])C[C@@]3(C)O)[C@@H](C)\C=C/C=C(C)C |
|---|
| InChI Identifier | InChI=1S/C27H41NO3/c1-17(2)7-6-8-18(3)19-11-12-26(4)15-22-24-20(9-10-21(19)26)25(30)28(13-14-29)23(24)16-27(22,5)31/h6-8,18-19,21-23,29,31H,9-16H2,1-5H3/b8-6-/t18-,19+,21-,22-,23+,26+,27+/m0/s1 |
|---|
| InChI Key | QXRSVVSEAMWJEZ-NIXBEMCPSA-N |
|---|
| Experimental Spectra |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | sailesh.maharjan@uit.no | UiT-The Arctic University of Norway | Sailesh Maharjan | 2024-09-09 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | sailesh.maharjan@uit.no | UiT-The Arctic University of Norway | Sailesh Maharjan | 2024-09-09 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | sailesh.maharjan@uit.no | UiT-The Arctic University of Norway | Sailesh Maharjan | 2024-09-09 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | sailesh.maharjan@uit.no | UiT-The Arctic University of Norway | Sailesh Maharjan | 2024-09-09 | View Spectrum | | 1D_NOESY NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | sailesh.maharjan@uit.no | UiT-The Arctic University of Norway | Sailesh Maharjan | 2024-09-09 | View Spectrum |
| | Predicted Spectra |
|---|
|
| Not Available | | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | | Species Name | Source | Reference |
|---|
| Uzbekistanica storfjordensis | | |
|
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Prenol lipids |
|---|
| Sub Class | Sesterterpenoids |
|---|
| Direct Parent | Sesterterpenoids |
|---|
| Alternative Parents | |
|---|
| Substituents | - Sesterterpenoid
- N-acyl-amine
- Tertiary carboxylic acid amide
- Tertiary alcohol
- Pyrroline
- Cyclic alcohol
- Lactam
- Carboxamide group
- Azacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Alkanolamine
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Aliphatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aliphatic heteropolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|