Np mrd loader

Record Information
Version1.0
Created at2022-06-29 21:55:57 UTC
Updated at2022-06-29 21:55:57 UTC
NP-MRD IDNP0140869
Secondary Accession NumbersNone
Natural Product Identification
Common NamePolyphyllin C
DescriptionPolyphyllin 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).
Structure
Thumb
Synonyms
ValueSource
Polyphillin CMeSH
Chemical FormulaC39H62O12
Average Mass722.9130 Da
Monoisotopic Mass722.42413 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
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
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
InChI KeyOJCPWEBMROBPTK-GTCMQMDYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Paris polyphyllaLOTUS Database
Tacca chantrieriLOTUS Database
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroidal glycosides
Direct ParentSteroidal saponins
Alternative Parents
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
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID23291695
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44429637
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. 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 ]
  7. 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 ]
  8. 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 ]
  9. 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 ]
  10. 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 ]