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Conophylline information


Conophylline
Names
IUPAC name
Dimethyl 14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate
Identifiers
CAS Number
  • Conophylline: 142741-24-0
3D model (JSmol)
  • Conophylline: Interactive image
ChEMBL
  • Conophylline: ChEMBL506768
  • Conophyllidine: ChEMBL455807
ChemSpider
  • Conophylline: 23339619
  • Conophyllidine: 17596709
PubChem CID
  • Conophylline: 9853848
  • Conophyllidine: 44566831
InChI
  • InChI=1S/C44H50N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-15,27,29,32,35-36,39-40,45-46,49-50H,7-12,16-18H2,1-6H3
    Key: QZRIMAMDGWAHPQ-UHFFFAOYSA-N
SMILES
  • Conophylline: CCC12CC(=C3C4(C1N(CC4)C5C(C2O)OC6=CC7=C(C=C56)C89CCN1C8C(CC(=C9N7)C(=O)OC)(C2C(C1)O2)CC)C1=CC(=C(C(=C1N3)OC)OC)O)C(=O)OC
Properties
Chemical formula
 C44H50N4O10
Molar mass 794.902 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Conophylline is a autophagy inducing[1] vinca alkaloid found in several species of Tabernaemontana including Ervatamia microphylla and Tabernaemontana divaricata. Among its many functional groups is an epoxide: the compound where that ring is replaced with a double bond is called conophyllidine and this co-occurs in the same plants.

  1. ^ Kakegawa J, Ohtsuka S, Yokoyama M, Hosoi T, Ozawa K, Hatanaka T (June 2021). "Thermal proteome profiling reveals GPX4 as the target of the autophagy inducer conophylline". Molecular Pharmacology. 100 (3): 181–192. doi:10.1124/molpharm.121.000243. PMC 8626788. PMID 34127539.

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