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Coronatine

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Coronatine
Names

Preferred IUPAC name (1S,2S)-2-Ethyl-1-[(3aS,6R,7aS)-6-ethyl-1-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-4-carboxamido]cyclopropane-1-carboxylic acid
Identifiers
CAS Number	62251-96-1
3D model (JSmol)	Interactive image
ChemSpider	82784
PubChem CID	91681
UNII	WCR4XUE8VB^Y
CompTox Dashboard(EPA)	DTXSID20977826
InChI InChI=1S/C18H25NO4/c1-3-10-7-13-12(5-6-15(13)20)14(8-10)16(21)19-18(17(22)23)9-11(18)4-2/h8,10-13H,3-7,9H2,1-2H3,(H,19,21)(H,22,23)/t10-,11+,12+,13+,18+/m1/s1 Key: FMGBNISRFNDECK-CZSBRECXSA-N InChI=1/C18H25NO4/c1-3-10-7-13-12(5-6-15(13)20)14(8-10)16(21)19-18(17(22)23)9-11(18)4-2/h8,10-13H,3-7,9H2,1-2H3,(H,19,21)(H,22,23)/t10-,11+,12+,13+,18+/m1/s1 Key: FMGBNISRFNDECK-CZSBRECXBX
SMILES O=C(O)[C@@]3(NC(=O)/C1=C/[C@@H](C[C@@H]2C(=O)CC[C@H]12)CC)[C@@H](CC)C3
Properties
Chemical formula	C₁₈H₂₅NO₄
Molar mass	319.401 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Coronatine (COR) is a toxin produced by the bacteriumPseudomonas syringae. It is involved in causing stomata to re-open after they close in response topathogen-associated molecular patterns, as well as interfering with the responses mediated bysalicylic acid after the infection has begun. It consists ofcoronafacic acid (CFA), which is an analog of methyl jasmonic acid (MeJA), andcoronamic acid (CMA), joined by an amide bond between the acid group of CFA and the amino group of CMA.^[1]

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