8-Oxogeranial
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Names
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Preferred IUPAC name
(2E,6E)-2,6-Dimethylocta-2,6-dienedial
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Identifiers
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ChEBI
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ChemSpider
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KEGG
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InChI=1S/C10H14O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-8H,3-4H2,1-2H3/b9-6+,10-5+ Key: GRHWFPUCRVCMRY-TXFIJWAUSA-N InChI=1/C10H14O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-8H,3-4H2,1-2H3/b9-6+,10-5+ Key: GRHWFPUCRVCMRY-TXFIJWAUBP
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C/C(=C\C=O)/CC/C=C(\C)/C=O
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Properties
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C10H14O2
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Molar mass
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166.220 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
8-Oxogeranial is a chemical substance (also incorrectly called 10-oxogeranial), that is a monoterpene.[1] The terpenoid is produced by 8-hydroxygeraniol dehydrogenase which uses 8-hydroxygeraniol as its substrate. 8-Oxogeranial is itself a substrate for iridoid synthase which synthesizes cis–trans-iridodial and cis–trans-nepetalactol.[2]
- ^ Dewick (2009) Medicinal Natural Products: A Biosynthetic Approach.
- ^ Miettinen, Karel; Dong, Lemeng; Navrot, Nicolas; Schneider, Thomas; Burlat, Vincent; Pollier, Jacob; Woittiez, Lotte; Van Der Krol, Sander; Lugan, Raphaël; Ilc, Tina; Verpoorte, Robert; Oksman-Caldentey, Kirsi-Marja; Martinoia, Enrico; Bouwmeester, Harro; Goossens, Alain; Memelink, Johan; Werck-Reichhart, Danièle (2014). "The seco-iridoid pathway from Catharanthus roseus". Nature Communications. 5: 3606. doi:10.1038/ncomms4606. PMC 3992524. PMID 24710322.