| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2024-05-12 17:19:33 UTC |
|---|
| Updated at | 2026-02-16 16:20:45 UTC |
|---|
| NP-MRD ID | NP0333218 |
|---|
| Natural Product DOI | https://doi.org/10.57994/2549 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | Amaurone J |
|---|
| Description | Amaurone J was first documented in 2021 (PMID: 33529015). Based on a literature review very few articles have been published on (1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate. |
|---|
| Structure | COC1=C(C)C(=O)C(C)=C(O1)C(\C)=C\C=C\C(\C)=C\[C@@H]1[C@H](C)[C@@](C)(O)[C@@H](O)[C@@](C)(O)[C@H]1OC(C)=O InChI=1S/C27H38O8/c1-14(11-10-12-15(2)22-16(3)21(29)17(4)24(33-9)35-22)13-20-18(5)26(7,31)25(30)27(8,32)23(20)34-19(6)28/h10-13,18,20,23,25,30-32H,1-9H3/b11-10+,14-13+,15-12+/t18-,20+,23-,25+,26+,27-/m0/s1 |
|---|
| Synonyms | | Value | Source |
|---|
| (1S,2R,3R,4R,5S,6R)-2,3,4-Trihydroxy-6-[(3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetic acid | Generator |
|
|---|
| Chemical Formula | C27H38O8 |
|---|
| Average Mass | 490.5930 Da |
|---|
| Monoisotopic Mass | 490.25667 Da |
|---|
| IUPAC Name | (1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(1E,3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate |
|---|
| Traditional Name | (1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(1E,3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | COC1=C(C)C(=O)C(C)=C(O1)C(\C)=C\C=C\C(\C)=C\[C@@H]1[C@H](C)[C@@](C)(O)[C@@H](O)[C@@](C)(O)[C@H]1OC(C)=O |
|---|
| InChI Identifier | InChI=1S/C27H38O8/c1-14(11-10-12-15(2)22-16(3)21(29)17(4)24(33-9)35-22)13-20-18(5)26(7,31)25(30)27(8,32)23(20)34-19(6)28/h10-13,18,20,23,25,30-32H,1-9H3/b11-10+,14-13+,15-12+/t18-,20+,23-,25+,26+,27-/m0/s1 |
|---|
| InChI Key | LWFYRDMUZJJBPB-POOFEOCGSA-N |
|---|
| Experimental Spectra |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | [email protected] | Not Available | Not Available | 2024-05-12 | View Spectrum | | ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | [email protected] | Not Available | Not Available | 2024-05-12 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | [email protected] | Not Available | Not Available | 2024-05-12 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | [email protected] | Not Available | Not Available | 2024-05-12 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | [email protected] | Not Available | Not Available | 2024-05-12 | View Spectrum |
| | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| | Chemical Shift Submissions |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 1D NMR | 1H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated) | [email protected] | Not Available | Not Available | 2026-02-16 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated) | [email protected] | Not Available | Not Available | 2026-02-16 | View Spectrum |
| | Species |
|---|
| Species of Origin | | Species Name | Source | Reference |
|---|
| Amauroascus sp. CMB-F713 | | | | Amauroascus sp. CMB-F713 | | |
|
|---|
| Chemical Taxonomy |
|---|
| Classification | Not classified |
|---|
| 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 | |
|---|