Nitensidine D

Nitensidine D
Names
	IUPAC name (E)-2-(3,7-dimethylocta-2,6-dien-1-yl)guanidine
	Other names geranyl guanidine;
Identifiers
CAS Number	1107631-55-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL556739;
ChemSpider	24623230;
PubChem CID	45269644;
CompTox Dashboard (EPA)	DTXSID201337254 ;
	InChI 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;
	SMILES CC(=CCC/C(=C/CN=C(N)N)/C)C;
Properties
Chemical formula	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). Infobox references

Nitensidine D is a toxic alkaloid natural product that was isolated from the leaves of the South American legume Pterogyne nitens.^[2] It is also hypothesized to be a possible intermediate in the still unknown, seemingly monoterpene based, terrestrial biosynthetic pathway for tetrodotoxin.^[3]

References

^ "KNApSAcK Metabolite Information - C00047317". www.knapsackfamily.com.
^ 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. doi:10.1021/np800612x. ISSN 0163-3864. PMID 19159272.
^ 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. doi:10.1021/acs.jnatprod.9b00178. ISSN 0163-3864. PMID 31117524. S2CID 162180379.

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[1] "KNApSAcK Metabolite Information - C00047317". www.knapsackfamily.com.

[Regasini_Castro-Gamboa_Silva_Furlan_pp._473–476-2] 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. doi:10.1021/np800612x. ISSN 0163-3864. PMID 19159272.

[Kudo_Yotsu-Yamashita_pp._1656–1663-3] 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. doi:10.1021/acs.jnatprod.9b00178. ISSN 0163-3864. PMID 31117524. S2CID 162180379.

[2]

[3]

[1]

Names

IUPAC name (E)-2-(3,7-dimethylocta-2,6-dien-1-yl)guanidine
Other names geranyl guanidine
Identifiers
CAS Number	1107631-55-9^N^[1]
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL556739
ChemSpider	24623230
PubChem CID	45269644
CompTox Dashboard (EPA)	DTXSID201337254
InChI 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
SMILES CC(=CCC/C(=C/CN=C(N)N)/C)C
Properties
Chemical formula	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). Infobox references

Nitensidine D

See also

References