Nitensidine D

Nitensidine D
Names
IUPAC name
(E)-2-(3,7-dimethylocta-2,6-dien-1-yl)guanidine
Other names
  • geranyl guanidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C11H21N3/c1-9(2)5-4-6-10(3)7-8-14-11(12)13/h5,7H,4,6,8H2,1-3H3,(H4,12,13,14)/b10-7+
    Key: WDTUVHUDPPUQMN-JXMROGBWSA-N
  • CC(=CCC/C(=C/CN=C(N)N)/C)C
Properties
C11H21N3
Molar mass 195.310 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Nitensidine D is a toxic alkaloid natural product that was isolated from the leaves of the South American legume Pterogyne nitens. It is also hypothesized to be a possible intermediate in the still unknown, seemingly monoterpene based, terrestrial biosynthetic pathway for tetrodotoxin.

See also

References

  1. ↑ "KNApSAcK Metabolite Information - C00047317". www.knapsackfamily.com.
  2. ↑ Regasini, Luis Octávio; Castro-Gamboa, Ian; Silva, Dulce Helena Siqueira; Furlan, Maysa; Barreiro, Eliezer Jesus; Ferreira, Paulo Michel Pinheiro; Pessoa, Cláudia; Lotufo, Letícia Veras Costa; de Moraes, Manoel Odorico; Young, Maria Claudia Marx; Bolzani, Vanderlan da Silva (2009-03-27). "Cytotoxic Guanidine Alkaloids fromPterogyne nitens△". Journal of Natural Products. 72 (3). American Chemical Society (ACS): 473–476. Bibcode:2009JNAtP..72..473R. doi:10.1021/np800612x. ISSN 0163-3864. PMID 19159272.
  3. ↑ Kudo, Yuta; Yotsu-Yamashita, Mari (2019-05-22). "Isolation and Biological Activity of 8-Epitetrodotoxin and the Structure of a Possible Biosynthetic Shunt Product of Tetrodotoxin, Cep-226A, from the Newt Cynops ensicauda popei". Journal of Natural Products. 82 (6). American Chemical Society (ACS): 1656–1663. Bibcode:2019JNAtP..82.1656K. doi:10.1021/acs.jnatprod.9b00178. ISSN 0163-3864. PMID 31117524. S2CID 162180379.