Valoneic acid dilactone

Valoneic acid dilactone
	Chemical structure of valoneic acid dilactone
Names
	Other names Valoneic acid bislactone; Valoneic acid bilactone
Identifiers
CAS Number	60202-70-2
ChemSpider	8327382
Jmol 3D model	Interactive image
PubChem	10151874
	InChI 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) Key: BPAOAXAAABIQKR-UHFFFAOYSA-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 ;
	SMILES Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O ;
Properties
Chemical formula	C21H10O13
Molar mass	470.28 g/mol
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

Valoneic acid dilactone is a hydrolysable tannin that can be isolated from the heartwood of Shorea laeviforia^[1] and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).^[2]

It shows an inhibitory effect on 5-alpha reductase,^[1] an enzyme involved in steroids metabolism and prostate cancer.

References

↑ ^1.0 ^1.1 5A-Reductase inhibitory tannin-related compounds isolated from Shorea laeviforia. Yoshio Hirano, Ryuichiro Kondo and Kokki Sakai, Journal of wood science, Volume 49, Number 4, pp.339-343,doi:10.1007/s10086-002-0481-y
↑ Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainenb, Lasse Lindroosa, Juhani Kangasd and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83, doi:10.1016/S0021-9673(00)00624-5

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Names
Chemical structure of valoneic acid dilactone
Other names Valoneic acid bislactone Valoneic acid bilactone
Identifiers
CAS Number	60202-70-2^Y
ChemSpider	8327382
Jmol 3D model	Interactive image
PubChem	10151874
InChI 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) Key: BPAOAXAAABIQKR-UHFFFAOYSA-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
SMILES Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O
Properties
Chemical formula	C₂₁H₁₀O₁₃
Molar mass	470.28 g/mol
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references