Record Information |
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Version | 1.0 |
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Created at | 2022-09-04 16:17:18 UTC |
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Updated at | 2022-09-04 16:17:18 UTC |
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NP-MRD ID | NP0197929 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3r)-3-[(1s,5r,7r,10s,13r,17r,18r,21r)-7,15-dihydroxy-1,6,6,10,17,21-hexamethyl-14-oxapentacyclo[11.7.1.0²,¹¹.0⁵,¹⁰.0¹⁸,²¹]henicos-2(11)-en-15-yl]-2-methylbutanoic acid |
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Description | 3Alpha-oxepanoquercinic acid C, also known as 3a-oxepanoquercinate C, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (3r)-3-[(1s,5r,7r,10s,13r,17r,18r,21r)-7,15-dihydroxy-1,6,6,10,17,21-hexamethyl-14-oxapentacyclo[11.7.1.0²,¹¹.0⁵,¹⁰.0¹⁸,²¹]henicos-2(11)-en-15-yl]-2-methylbutanoic acid is found in Daedalea quercina. It was first documented in 2022 (PMID: 36059953). Based on a literature review a significant number of articles have been published on 3alpha-oxepanoquercinic acid C (PMID: 35959429) (PMID: 35930833) (PMID: 36045132) (PMID: 35928264). |
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Structure | CC([C@@H](C)C1(O)C[C@@H](C)[C@H]2CC[C@@]3(C)C4=C(C[C@@H](O1)[C@]23C)[C@@]1(C)CC[C@@H](O)C(C)(C)[C@@H]1CC4)C(O)=O InChI=1S/C31H50O5/c1-17-16-31(35,19(3)18(2)26(33)34)36-25-15-22-21(29(7)14-11-20(17)30(25,29)8)9-10-23-27(4,5)24(32)12-13-28(22,23)6/h17-20,23-25,32,35H,9-16H2,1-8H3,(H,33,34)/t17-,18?,19-,20-,23+,24-,25-,28-,29+,30+,31?/m1/s1 |
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Synonyms | Value | Source |
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3a-Oxepanoquercinate C | Generator | 3a-Oxepanoquercinic acid C | Generator | 3alpha-Oxepanoquercinate C | Generator | 3Α-oxepanoquercinate C | Generator | 3Α-oxepanoquercinic acid C | Generator |
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Chemical Formula | C31H50O5 |
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Average Mass | 502.7360 Da |
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Monoisotopic Mass | 502.36582 Da |
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IUPAC Name | (3R)-3-[(1S,5R,7R,10S,13R,17R,18R,21R)-7,15-dihydroxy-1,6,6,10,17,21-hexamethyl-14-oxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{18,21}]henicos-2(11)-en-15-yl]-2-methylbutanoic acid |
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Traditional Name | (3R)-3-[(1S,5R,7R,10S,13R,17R,18R,21R)-7,15-dihydroxy-1,6,6,10,17,21-hexamethyl-14-oxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{18,21}]henicos-2(11)-en-15-yl]-2-methylbutanoic acid |
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CAS Registry Number | Not Available |
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SMILES | CC([C@@H](C)C1(O)C[C@@H](C)[C@H]2CC[C@@]3(C)C4=C(C[C@@H](O1)[C@]23C)[C@@]1(C)CC[C@@H](O)C(C)(C)[C@@H]1CC4)C(O)=O |
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InChI Identifier | InChI=1S/C31H50O5/c1-17-16-31(35,19(3)18(2)26(33)34)36-25-15-22-21(29(7)14-11-20(17)30(25,29)8)9-10-23-27(4,5)24(32)12-13-28(22,23)6/h17-20,23-25,32,35H,9-16H2,1-8H3,(H,33,34)/t17-,18?,19-,20-,23+,24-,25-,28-,29+,30+,31?/m1/s1 |
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InChI Key | PEJVRURWUPBFOY-KLBYFCBYSA-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 | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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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 | Triterpenoids |
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Direct Parent | Triterpenoids |
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Alternative Parents | |
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Substituents | - Triterpenoid
- 23-hydroxysteroid
- 3-alpha-hydroxysteroid
- Hydroxysteroid
- 3-hydroxysteroid
- Steroid
- Methyl-branched fatty acid
- Oxepane
- Hydroxy fatty acid
- Heterocyclic fatty acid
- Branched fatty acid
- Fatty acyl
- Cyclic alcohol
- Secondary alcohol
- Hemiacetal
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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 | - Zheng L, Lin G, Li R, Gan H, Huang X, Yao N, Cai D, Zhao Z, Hu Z, Li M, Xu H, Li L, Peng S, Zhao X, Lai Y, Chen Y, Huang D: Isochlorogenic Acid C Alleviates High-Fat Diet-Induced Hyperlipemia by Promoting Cholesterol Reverse Transport. Front Pharmacol. 2022 Jul 25;13:881078. doi: 10.3389/fphar.2022.881078. eCollection 2022. [PubMed:35959429 ]
- Bian GL, Wang DM, Cheng XJ, Li DQ: Rapid screening of natural-origin tyrosinase regulators from Vernonia anthelmintica (L.) Willd. by offline two-dimensional liquid chromatography coupled with mass spectrometry. J Pharm Biomed Anal. 2022 Sep 20;219:114978. doi: 10.1016/j.jpba.2022.114978. Epub 2022 Aug 1. [PubMed:35930833 ]
- Yang J, Li C, Liu Y, Han Y, Zhao H, Luo S, Zhao C, Jiang N, Yang M, Sun L: Using network pharmacology to explore the mechanism of Danggui-Shaoyao-San in the treatment of diabetic kidney disease. Front Pharmacol. 2022 Aug 19;13:832299. doi: 10.3389/fphar.2022.832299. eCollection 2022. [PubMed:36059953 ]
- Zeng H, Pan T, Zhan M, Hailiwu R, Liu B, Yang H, Li P: Suppression of PFKFB3-driven glycolysis restrains endothelial-to-mesenchymal transition and fibrotic response. Signal Transduct Target Ther. 2022 Sep 1;7(1):303. doi: 10.1038/s41392-022-01097-6. [PubMed:36045132 ]
- Wang X, Fa J, Zhang Y, Huang S, Liu J, Gao J, Xing L, Liu Z, Wang X: Evaluation of Herb-Drug Interaction Between Danshen and Rivaroxaban in Rat and Human Liver Microsomes. Front Pharmacol. 2022 Jul 19;13:950525. doi: 10.3389/fphar.2022.950525. eCollection 2022. [PubMed:35928264 ]
- LOTUS database [Link]
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