Valoneic acid dilactone is a hydrolysable tannin that can be isolated from the heartwood of Shorea laevifolia[1] and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).[2]
Quick facts Names, Identifiers ...
Valoneic acid dilactone
Chemical structure of valoneic acid dilactone |
Names |
Preferred IUPAC name
3,4,5-Trihydroxy-2-[(3,7,8-trihydroxy-5,10-dioxo-5,10-dihydro[1]benzopyrano[5,4,3-cde][1]benzopyran-2-yl)oxy]benzoate |
Other names
Valoneic acid bislactone Valoneic acid bilactone |
Identifiers |
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ChemSpider |
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UNII |
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InChI=1S/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29) N Key: BPAOAXAAABIQKR-UHFFFAOYSA-N N InChI=1/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29) Key: BPAOAXAAABIQKR-UHFFFAOYAM
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Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O
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Properties |
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C21H10O13 |
Molar mass |
470.28 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It shows an inhibitory effect on 5α-reductase,[1] an enzyme involved in steroids metabolism and prostate cancer.