| Record Information |
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| Version | 2.0 |
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| Created at | 2022-06-29 19:47:52 UTC |
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| Updated at | 2025-10-01 01:00:50 UTC |
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| NP-MRD ID | NP0139293 |
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| Natural Product DOI | https://doi.org/10.57994/4659 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Jolkinolide E |
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| Description | Jolkinolide E belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Jolkinolide E is found in Euphorbia calyptrata, Euphorbia guyoniana, Euphorbia plumerioides, Euphorbia retusa and Phlogacanthus curviflorus. Jolkinolide E was first documented in 2007 (PMID: 18027660). Based on a literature review a small amount of articles have been published on Jolkinolide E (PMID: 35384334) (PMID: 20034213) (PMID: 39303767). |
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| Structure | CC1=C2C=C3CC[C@@H]4C(C)(C)CCC[C@@]4(C)[C@@H]3C[C@H]2OC1=O InChI=1S/C20H28O2/c1-12-14-10-13-6-7-17-19(2,3)8-5-9-20(17,4)15(13)11-16(14)22-18(12)21/h10,15-17H,5-9,11H2,1-4H3/t15-,16-,17-,20+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C20H28O2 |
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| Average Mass | 300.4420 Da |
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| Monoisotopic Mass | 300.20893 Da |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | Not Available |
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| SMILES | CC1=C2C=C3CC[C@@H]4C(C)(C)CCC[C@@]4(C)[C@@H]3C[C@H]2OC1=O |
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| InChI Identifier | InChI=1S/C20H28O2/c1-12-14-10-13-6-7-17-19(2,3)8-5-9-20(17,4)15(13)11-16(14)22-18(12)21/h10,15-17H,5-9,11H2,1-4H3/t15-,16-,17-,20+/m1/s1 |
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| InChI Key | ZXEVPUOHSXARBR-VIPLHTEESA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| TOCSY NMR | [1H, 1H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | NOESY NMR | [1H, 1H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental) | [email protected] | Uppsala University | Mate Erdelyi | 2025-09-30 | View Spectrum |
| | 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 | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Terpene lactones |
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| Direct Parent | Diterpene lactones |
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| Alternative Parents | |
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| Substituents | - Diterpene lactone
- Abietane diterpenoid
- Diterpenoid
- Naphthofuran
- 2-furanone
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Lactone
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- 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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| General References | - Yan RY, Chen RY: [Studies on chemical constituents of Suregada glomerulata II]. Zhongguo Zhong Yao Za Zhi. 2007 Aug;32(16):1653-5. [PubMed:18027660 ]
- Fang L, Zhang J, Li F, Zhang Y, Zhang B, Huang S, Deng S, Zhang H, Yu Z, Gao B, Wang C, Ma X: A strategy for the rapid discovery and validation of active diterpenoids as quality markers in different habitats of Langdu using ultrahigh-performance liquid chromatography-tandem mass spectrometry with multivariate statistical analysis. J Sep Sci. 2022 Jul;45(13):2118-2127. doi: 10.1002/jssc.202100846. Epub 2022 Apr 14. [PubMed:35384334 ]
- Jiang CY, Mu SZ, Deng B, Ge YH, Zhang JX, Hao XJ: [Studies on the chemical constituents from Euphorbia chrysocoma]. Zhong Yao Cai. 2009 Sep;32(9):1390-2. [PubMed:20034213 ]
- Matundura JO, Mollel JT, Miah M, Said J, Omosa LK, Kalenga TM, Woordes YT, Nchiozem-Ngnitedem VA, Orthaber A, Midiwo JO, Herrebout W, Trybala E, Bergstrom T, Ticona LA, Erdelyi M, Yenesew A: Bioactive Abietenolide Diterpenes from Suregada procera. Fitoterapia. 2024 Sep 18:106217. doi: 10.1016/j.fitote.2024.106217. [PubMed:39303767 ]
- DOI: 10.1016/j.fitote.2024.106217
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