Drimentine G

Drimentine G
Names
IUPAC name
(1S,4S,7S,9S)-9-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C31H43N3O2/c1-18(2)25-27(36)34-23(26(35)33-25)17-31(20-10-7-8-11-22(20)32-28(31)34)16-21-19(3)12-13-24-29(4,5)14-9-15-30(21,24)6/h7-8,10-11,18,21,23-25,28,32H,3,9,12-17H2,1-2,4-6H3,(H,33,35)/t21-,23-,24-,25-,28-,30+,31-/m0/s1
    Key: BXHPPYWSGQKUIJ-RJBXWAARSA-N
  • CC(C)[C@H]1C(=O)N2[C@@H](C[C@@]3([C@H]2NC4=CC=CC=C43)C[C@H]5C(=C)CC[C@@H]6[C@@]5(CCCC6(C)C)C)C(=O)N1
Properties
C31H43N3O2
Molar mass 489.704 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Drimentine G (DMT G) belongs to the family of drimentines, which are terpenylated diketopiperazines. As the name suggests, DMT G contains two different parts, one comes from the non-ribosomal peptide synthetase (NRPS) pathway to generate the diketopiperazine ring structure.[1] The other part comes from either the mevalonic acid pathway (MVA) or deoxy xylulose phosphate pathway (MEP) to produce sesquiterpenes needed for interaction with the diketopiperazine. This molecule is said to be useful as an antibiotic to treat bacterial or fungi infections, has therapeutic application to treat animal health, and can serve as a pest control for plants.[2]

  1. ^ Yao T, Liu J, Jin E, Liu Z, Li H, Che Q, Zhu T, Li D, Li W (July 2020). "Expanding the Structural Diversity of Drimentines by Exploring the Promiscuity of Two N-methyltransferases". iScience. 23 (7): 101323. Bibcode:2020iSci...23j1323Y. doi:10.1016/j.isci.2020.101323. PMC 7358741. PMID 32659721.
  2. ^ "WO1998009968A1 - Terpenylated diketopiperazines, (drimentines) - Google Patents".