valoneic acid dilactone
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 442936423
| Name = Valoneic acid dilactone
| ImageFile = Valoneic acid dilactone.svg
| ImageSize = 250px
| ImageName = Chemical structure of valoneic acid dilactone
| ImageAlt = Chemical structure of valoneic acid dilactone
| PIN = 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
| OtherNames = Valoneic acid bislactone
Valoneic acid bilactone
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 60202-70-2
| CASNoOther =
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = UH5C3DT5LR
| SMILES = Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O
| PubChem = 10151874
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 8327382
| 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)
| InChIKey = BPAOAXAAABIQKR-UHFFFAOYAM
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = BPAOAXAAABIQKR-UHFFFAOYSA-N
| MeSHName =
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|Section2={{Chembox Properties
| Formula = C21H10O13
| MolarMass = 470.28 g/mol
| Appearance =
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|Section3={{Chembox Hazards
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Valoneic acid dilactone is a hydrolysable tannin that can be isolated from the heartwood of Shorea laevifolia5A-Reductase inhibitory tannin-related compounds isolated from Shorea laevifolia. 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}} and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).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}}
It shows an inhibitory effect on 5α-reductase, an enzyme involved in steroids metabolism and prostate cancer.
References
{{Reflist|2}}
External links
- {{Phenol-Explorer|440}}
{{Ellagitannin}}
Category:5α-Reductase inhibitors
Category:Trihydroxybenzoic acids
{{aromatic-stub}}