Actinidine

Not to be confused with Actinidin, Actinide, or Actinium.

Actinidine is an iridoid produced in nature by a wide variety of plants and animals. It was the first cyclopentanoid monoterpene alkaloid to be discovered.^[2] It is one of several compounds that may be extracted from the valerian (Valeriana officinalis) root^[3] and silver vine (Actinidia polygama), as well as several types of insects in the larval and imaginal stages.^[4] Actinidine is a cat attractant, with effects like those of nepetalactone, the active compound found in catnip.^[5]

Actinidine

Structural formula of actinidine
Space-filling
Names
Preferred IUPAC name (7S)-4,7-Dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridine
Identifiers
CAS Number	524-03-8 N
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	81308
ChEBI	CHEBI:2443 Y
ChemSpider	61533 Y
KEGG	C09910 Y
PubChem CID	68231
UNII	VWU976C78Y Y
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 Y Key: ZHQQRIUYLMXDPP-ZETCQYMHSA-N Y 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). N verify (what is YN ?) Infobox references

Certain species of stick insects, including Megacrania batesii and Megacrania tsudai, possess a chemical defense mechanism which involves the secretion of an actinidine-containing substance from the prothoracic glands, when threatened by a predator.^[6]

Biosynthesis

A potential biosynthesis of actinidine from L-citronellal is shown below.^[7]