Iridodial

Iridodial
Names
	Preferred IUPAC name (1S,2S,5R)-2-Methyl-5-[(2S)-1-oxopropan-2-yl]cyclopentane-1-carbaldehyde
Identifiers
CAS Number	550-45-8;
3D model (JSmol)	Interactive image;
PubChem CID	53297343;
UNII	KZ2T7V54AZ ;
CompTox Dashboard (EPA)	DTXSID10970361 ;
	InChI InChI=1S/C10H16O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h5-10H,3-4H2,1-2H3/t7-,8+,9+,10-/m0/s1 Key: HMCYXRFNNOPPPR-JLIMGVALSA-N;
	SMILES C[C@H]1CC[C@@H]([C@H]1C=O)[C@H](C)C=O;
Properties
Chemical formula	C10H16O2
Molar mass	168.236 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

Iridodial is an iridoid. It is produced from 8-oxogeranial by the enzyme iridoid synthase (IS).^[1] Iridodial is one of the substrates for the enzyme iridoid oxidase (IO) which produces 7-deoxyloganetic acid.

Although it may not be known at this time whether the compound proper iridodial is actually present in natural plant species or not, the use of analogous ion iridodial cation is mentioned in several papers on iridoid biosyntheses in plant species. ^[2]^[3]

References

^ Geu-Flores, Fernando; Sherden, Nathaniel H.; Courdavault, Vincent; Burlat, Vincent; Glenn, Weslee S.; Wu, Cen; Nims, Ezekiel; Cui, Yuehua; O’Connor, Sarah E. (2012). "An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis". Nature. 492 (7427): 138–42. Bibcode:2012Natur.492..138G. doi:10.1038/nature11692. PMID 23172143. S2CID 4431685.
^ Uesato (1984). "Biosynthetic pathway of iridoid glucosides in Gardenia jasminoides f. grandiflora cell suspension cultures after iridodial cation formation". Tetrahedron Letters. 25 (5): 573–576. doi:10.1016/S0040-4039(00)99941-6.
^ Sampaio-Santos (2001). "Biosynthesis significance of iridoids in chemosystematics". Journal of the Brazilian Chemical Society (12): 144–153.

[1] Geu-Flores, Fernando; Sherden, Nathaniel H.; Courdavault, Vincent; Burlat, Vincent; Glenn, Weslee S.; Wu, Cen; Nims, Ezekiel; Cui, Yuehua; O’Connor, Sarah E. (2012). "An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis". Nature. 492 (7427): 138–42. Bibcode:2012Natur.492..138G. doi:10.1038/nature11692. PMID 23172143. S2CID 4431685.

[2] Uesato (1984). "Biosynthetic pathway of iridoid glucosides in Gardenia jasminoides f. grandiflora cell suspension cultures after iridodial cation formation". Tetrahedron Letters. 25 (5): 573–576. doi:10.1016/S0040-4039(00)99941-6.

[3] Sampaio-Santos (2001). "Biosynthesis significance of iridoids in chemosystematics". Journal of the Brazilian Chemical Society (12): 144–153.

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