Record Information |
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Version | 1.0 |
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Created at | 2022-06-29 21:55:57 UTC |
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Updated at | 2022-06-29 21:55:57 UTC |
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NP-MRD ID | NP0140869 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Polyphyllin C |
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Description | Polyphyllin C belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Polyphyllin C is found in Paris polyphylla and Tacca chantrieri. It was first documented in 2020 (PMID: 32281356). Based on a literature review a significant number of articles have been published on Polyphyllin C (PMID: 35463067) (PMID: 35027659) (PMID: 35699751) (PMID: 35237147) (PMID: 35116689) (PMID: 33875166). |
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Structure | C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H]2O)O[C@]11CC[C@@H](C)CO1 InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)34(30(42)27(16-40)49-36)50-35-32(44)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,38+,39-/m1/s1 |
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Synonyms | Value | Source |
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Polyphillin C | MeSH |
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Chemical Formula | C39H62O12 |
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Average Mass | 722.9130 Da |
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Monoisotopic Mass | 722.42413 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 | C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H]2O)O[C@]11CC[C@@H](C)CO1 |
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InChI Identifier | InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)34(30(42)27(16-40)49-36)50-35-32(44)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,38+,39-/m1/s1 |
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InChI Key | OJCPWEBMROBPTK-GTCMQMDYSA-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 steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Steroidal glycosides |
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Direct Parent | Steroidal saponins |
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Alternative Parents | |
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Substituents | - Steroidal saponin
- Triterpenoid
- Spirostane skeleton
- Delta-5-steroid
- Disaccharide
- Glycosyl compound
- O-glycosyl compound
- Ketal
- Oxane
- Tetrahydrofuran
- Secondary alcohol
- Polyol
- Acetal
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- Organic oxygen 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 | - Wang J, Li X, Peng G, Fan G, Zhang M, Chen J: Integrated Bioinformatics Analysis and Verification of Gene Targets for Myocardial Ischemia-Reperfusion Injury. Evid Based Complement Alternat Med. 2022 Apr 15;2022:2056630. doi: 10.1155/2022/2056630. eCollection 2022. [PubMed:35463067 ]
- Hua X, Song W, Wang K, Yin X, Hao C, Duan B, Xu Z, Su T, Xue Z: Effective prediction of biosynthetic pathway genes involved in bioactive polyphyllins in Paris polyphylla. Commun Biol. 2022 Jan 13;5(1):50. doi: 10.1038/s42003-022-03000-z. [PubMed:35027659 ]
- Kondo Y, Watanabe S, Naoe A, Takeuchi T, Niimi A, Suzuki M, Asai N, Okada S, Tsuchiya T, Murayama M, Yasui T, Inoue M, Suzuki T: Antitumor effect of polyphyllin D on liver metastases of neuroblastoma. Pediatr Surg Int. 2022 Aug;38(8):1157-1163. doi: 10.1007/s00383-022-05146-7. Epub 2022 Jun 14. [PubMed:35699751 ]
- Zirintunda G, Biryomumaisho S, Kasozi KI, Batiha GE, Kateregga J, Vudriko P, Nalule S, Olila D, Kajoba M, Matama K, Kwizera MR, Ghoneim MM, Abdelhamid M, Zaghlool SS, Alshehri S, Abdelgawad MA, Acai-Okwee J: Emerging Anthelmintic Resistance in Poultry: Can Ethnopharmacological Approaches Offer a Solution? Front Pharmacol. 2022 Feb 14;12:774896. doi: 10.3389/fphar.2021.774896. eCollection 2021. [PubMed:35237147 ]
- Cheng G, Xue YY, Fang F, Sun GQ, Lu YY, Ji YQ, Qiu PC, Tang HF: Promotion of Ros-mediated Bax/Cyt-c apoptosis by polyphyllin II leads to suppress growth and aggression of glioma cells. Transl Cancer Res. 2021 Sep;10(9):3894-3905. doi: 10.21037/tcr-21-966. [PubMed:35116689 ]
- Liu MM, Zhu ML, Dong RF, Zhang C, Zhang H, Yang L, Kong LY, Xia YZ: Polyphyllin I promotes cell death via suppressing UPR-mediated CHOP ubiquitination and degradation in non-small cell lung cancer. Chin J Nat Med. 2021 Apr;19(4):255-266. doi: 10.1016/S1875-5364(21)60027-4. [PubMed:33875166 ]
- Zheng N, Zhang S, Wu W, Zhang N, Wang J: Regulatory mechanisms and therapeutic targeting of vasculogenic mimicry in hepatocellular carcinoma. Pharmacol Res. 2021 Apr;166:105507. doi: 10.1016/j.phrs.2021.105507. Epub 2021 Feb 18. [PubMed:33610718 ]
- Xiao MF: [Effect of polyphyllin D on proliferation and apoptosis of human pancreatic cancer cells]. Zhongguo Zhong Yao Za Zhi. 2020 Mar;45(6):1418-1422. doi: 10.19540/j.cnki.cjcmm.20191230.401. [PubMed:32281356 ]
- Li Q, Jiang W, Wan Z, Ni Y, Lei L, Wei J: Polyphyllin I attenuates pressure over-load induced cardiac hypertrophy via inhibition of Wnt/beta-catenin signaling pathway. Life Sci. 2020 Jul 1;252:117624. doi: 10.1016/j.lfs.2020.117624. Epub 2020 Apr 4. [PubMed:32259602 ]
- Zeng Y, Zhang Z, Wang W, You L, Dong X, Yin X, Qu C, Ni J: Underlying mechanisms of apoptosis in HepG2 cells induced by polyphyllin I through Fas death and mitochondrial pathways. Toxicol Mech Methods. 2020 Jul;30(6):397-406. doi: 10.1080/15376516.2020.1747125. Epub 2020 Apr 14. [PubMed:32208876 ]
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