7-Deoxyloganic acid
Appearance
This article may be too technical for most readers to understand.(February 2015) |
Names | |
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IUPAC name
(1S,4aS,7S,7aR)-1-(β-D-Glucopyranosyloxy)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
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Systematic IUPAC name
(1S,4aS,7S,7aR)-7-Methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid | |
Identifiers | |
3D model (JSmol)
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CompTox Dashboard (EPA)
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Properties | |
C16H24O9 | |
Molar mass | 360.359 g·mol−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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7-Deoxyloganic acid is an iridoid monoterpene. 7-Deoxyloganic acid is produced from 7-deoxyloganetic acid by the enzyme 7-deoxyloganetic acid glucosyltransferase (7-DLGT).[1][2] The metabolite is a substrate for the enzyme 7-deoxyloganic acid hydroxylase (7-DLH) which synthesizes loganic acid.
References
[edit]- ^ Miettinen, Dong, Navrot, Schneider, Burlat, et al. (2014) The seco-iridoid pathway from Catharanthus roseus. Nat Commun. 5
- ^ Salim, Yu, Altarejos and De Luca (2013) Virus-induced gene silencing identifies Catharanthus roseus 7-deoxyloganic acid-7-hydroxylase, a step in iridoid and monoterpene indole alkaloid biosynthesis. The Plant Journal. 76(5). 754-765