Valoneic acid dilactone

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
3D model (JSmol)
ChemSpider
UNII
  • 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
  • Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O
Properties
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).
N verify (what is YN ?)
Infobox references

Valoneic acid dilactone is a hydrolysable tannin that can be isolated from the heartwood of Shorea laevifolia and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).

It shows an inhibitory effect on 5α-reductase, an enzyme involved in steroids metabolism and prostate cancer.

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