Actinidine

Actinidine
Names
	IUPAC name (S)-4,7-Dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridine
Identifiers
CAS Number	524-03-8 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	81308
ChEBI	CHEBI:2443 ;
ChemSpider	61533 ;
KEGG	C09910 ;
PubChem CID	68231;
CompTox Dashboard (EPA)	DTXSID70894115 ;
	InChI InChI=1S/C10H13N/c1-7-3-4-9-8(2)5-11-6-10(7)9/h5-7H,3-4H2,1-2H3/t7-/m0/s1 Key: ZHQQRIUYLMXDPP-ZETCQYMHSA-N ; InChI=1/C10H13N/c1-7-3-4-9-8(2)5-11-6-10(7)9/h5-7H,3-4H2,1-2H3/t7-/m0/s1 Key: ZHQQRIUYLMXDPP-ZETCQYMHBZ;
	SMILES C[C@@H](CC1)C2=C1C(C)=CN=C2; n1cc(c2c(c1)[C@H](CC2)C)C;
Properties
Chemical formula	C10H13N
Molar mass	147.221 g·mol−1
Melting point	< 25 °C (77 °F; 298 K)
Boiling point	100 to 103 °C (212 to 217 °F; 373 to 376 K) at 9 mmHg[1]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Actinidine is a pyridine derivative found in the essential oil of valerian (Valeriana officinalis) root[2] and Actinidia polygama (silver vine). Actinidine is also a pheromone for a variety of insects. Actinidine is a cat attractant, with effects like those of nepetalactone, the active compound found in catnip.

Biosynthesis

One of the possible biosynthesis mechanism of actinidine is that it's derived from iridoid. Actinidine is produced from Actidina polygama , which also synthesizes iridoid. An example biosynthesis of actinidine from l-citronella is shown below. [3]

References

Sakan, Takeo; Bulletin of the Chemical Society of Japan, 1959, V32, P315-16.
Janot MM, Guilhem J, Contz O, Venera G, Cionga E (1979). "Contribution to the study of valerian alcaloids (Valeriana officinalis, L.): actinidine and naphthyridylmethylketone, a new alkaloid (article in French)". Ann. Pharm. Fr. 37 (9–10): 413–420. PMID 547813.
Chapter 14 - Alkaloids Derived from Terpenoids, Editor(s): Shinji Funayama, Geoffrey A. Cordell, Alkaloids, Academic Press, 2015, Pages 233-255,

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[1] Sakan, Takeo; Bulletin of the Chemical Society of Japan, 1959, V32, P315-16.

[2] Janot MM, Guilhem J, Contz O, Venera G, Cionga E (1979). "Contribution to the study of valerian alcaloids (Valeriana officinalis, L.): actinidine and naphthyridylmethylketone, a new alkaloid (article in French)". Ann. Pharm. Fr. 37 (9–10): 413–420. PMID 547813.

[3] Chapter 14 - Alkaloids Derived from Terpenoids, Editor(s): Shinji Funayama, Geoffrey A. Cordell, Alkaloids, Academic Press, 2015, Pages 233-255,