Valoneic acid dilactone

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Valoneic acid dilactone

Other names Valoneic acid bislactone Valoneic acid bilactone
Identifiers
CAS number	60202-70-2
	Jmol-3D images	Image 1
SMILES Oc1cc5c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc2c3c5c(c1O)oc2=O
Properties
Molecular formula	C₂₁H₁₀O₁₃
Molar mass	470.28 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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

Aglycones

Lactones

Monomers

Dehydroellagitannins (molecules with
dehydrohexahydroxydiphenic acid (DHHDP)

Transformed ellagitannins

molecules with chebulic acid	Chebulagic acid Chebulinic acid

molecules with Elaeocarpusinic acid	Elaeocarpusin Helioscopin B Mallojaponin (1-O-Galloyl-2,4-elaeocarpusinoyl-3,6-(R)-valoneayl-beta-D-glucose)

Oligomers

Dimers: Agrimoniin; Cornusiin E (dimer of tellimagrandin II); Lambertianin A and B; Nobotanin B; Roburin A; Sanguiin H-6

Other

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