| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2023-11-30 20:02:02 UTC |
|---|
| Updated at | 2024-09-03 04:18:14 UTC |
|---|
| NP-MRD ID | NP0332171 |
|---|
| Natural Product DOI | https://doi.org/10.57994/1331 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | Periconianone D |
|---|
| Description | Periconianone D belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Periconianone D was first documented in 2023 (PMID: 37159940). Based on a literature review very few articles have been published on Periconianone D. |
|---|
| Structure | C[C@H]1C(=O)C=CC2=C[C@@H](O)[C@@](O)(C[C@]12C)C(C)=C InChI=1S/C15H20O3/c1-9(2)15(18)8-14(4)10(3)12(16)6-5-11(14)7-13(15)17/h5-7,10,13,17-18H,1,8H2,2-4H3/t10-,13+,14+,15+/m0/s1 |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C15H20O3 |
|---|
| Average Mass | 248.3220 Da |
|---|
| Monoisotopic Mass | 248.14124 Da |
|---|
| IUPAC Name | (1R,6R,7R,8aR)-6,7-dihydroxy-1,8a-dimethyl-7-(prop-1-en-2-yl)-1,2,6,7,8,8a-hexahydronaphthalen-2-one |
|---|
| Traditional Name | (1R,6R,7R,8aR)-6,7-dihydroxy-1,8a-dimethyl-7-(prop-1-en-2-yl)-6,8-dihydro-1H-naphthalen-2-one |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | C[C@H]1C(=O)C=CC2=C[C@@H](O)[C@@](O)(C[C@]12C)C(C)=C |
|---|
| InChI Identifier | InChI=1S/C15H20O3/c1-9(2)15(18)8-14(4)10(3)12(16)6-5-11(14)7-13(15)17/h5-7,10,13,17-18H,1,8H2,2-4H3/t10-,13+,14+,15+/m0/s1 |
|---|
| InChI Key | UGTYVYRNQRLCRY-CJYSPXJISA-N |
|---|
| Experimental Spectra |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| HMBC NMR | [1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum | | ROESY NMR | [1H, 1H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental) | dongdong.wang@nih.gov | NCI-Frederick | Dong Wang | 2024-05-11 | View Spectrum |
| | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | | Species Name | Source | Reference |
|---|
| Paraconiothyrium sporulosum | | |
|
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Prenol lipids |
|---|
| Sub Class | Sesquiterpenoids |
|---|
| Direct Parent | Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids |
|---|
| Alternative Parents | |
|---|
| Substituents | - Eremophilane sesquiterpenoid
- Cyclohexenone
- Tertiary alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- 1,2-diol
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
|
|---|
| Molecular Framework | Aliphatic homopolycyclic 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 | |
|---|