Bicornin

Bicornin

Identifiers
CAS number	124854-12-2
ChemSpider	28190824
Jmol-3D images	Image 1
SMILES c1c(cc(c(c1O)O)O)C(=O)O[C@@H]2[C@H]3[C@@H](COC(=O)c4cc(c(c(c4Oc5c(cc6c(c5O)c7c(cc(c(c7oc6=O)O)O)C(=O)O3)O)O)O)O)O[C@H]([C@@H]2OC(=O)c8cc(c(c(c8)O)O)O)OC(=O)c9cc(c(c(c9)O)O)O
InChI InChI=1S/C48H32O30/c49-17-1-11(2-18(50)29(17)58)42(65)76-40-38-26(72-48(78-44(67)13-5-21(53)31(60)22(54)6-13)41(40)77-43(66)12-3-19(51)30(59)20(52)4-12)10-71-45(68)16-9-23(55)32(61)35(64)36(16)73-37-25(57)8-14-27(34(37)63)28-15(47(70)74-38)7-24(56)33(62)39(28)75-46(14)69/h1-9,26,38,40-41,48-64H,10H2/t26-,38-,40-,41-,48+/m1/s1 Key: DOTJYWQAPHIAIF-TWNAEOARSA-N InChI=1/C48H32O30/c49-17-1-11(2-18(50)29(17)58)42(65)76-40-38-26(72-48(78-44(67)13-5-21(53)31(60)22(54)6-13)41(40)77-43(66)12-3-19(51)30(59)20(52)4-12)10-71-45(68)16-9-23(55)32(61)35(64)36(16)73-37-25(57)8-14-27(34(37)63)28-15(47(70)74-38)7-24(56)33(62)39(28)75-46(14)69/h1-9,26,38,40-41,48-64H,10H2/t26-,38-,40-,41-,48+/m1/s1 Key: DOTJYWQAPHIAIF-TWNAEOARBX
Properties
Molecular formula	C₄₈H₃₂O₃₀
Molar mass	1088.71 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bicornin is an ellagitannin found in the Myrtales Trapa bicornis (water caltrop)^[1] and Syzygium aromaticum (clove).^[2]

The molecule contains a luteic acid group.^[3]

References

^ Bicornin, a new hydrolyzable tannin from Trapa bicornis, and revised structure of alnusiin. Yoshida T, Yazaki K, Memon M.U, Maruyama I, Kurokawa K and Okuda T, Heterocycles, 1989, volume 29, number 5, pages 861-864 INIST:6780591
^ Hydrolysable Tannins Isolated from Syzygium aromaticum: Structure of a New C-Glucosidic Ellagitannin and Spectral Features of Tannins with a Tergalloyl Group. Li-Ming Bao, Eerdunbayaer, Akiko Nozaki, Eizo Takahashi, Keinosuke Okamoto, Hideyuki Ito and Tsutomu Hatano, Heterocycles, 2012, Volume 85, Number 2, pages 365-381, doi:10.3987/COM-11-12392
^ Structures of alnusiin and bicornin, new hydrolyzable tannins having a monolactonized tergalloyl group. Yoshida T, Yazaki K, Memon M.U, Maruyama I, Kurokawa K, Shingu T and Okuda T, Chemical and pharmaceutical bulletin, 1989, volume 37, number 10, pages 2655-2660, INIST:19467830 (abstract)

v t e Types of ellagitannins

Aglycones	Hexahydroxydiphenic acid (HHDP) Sanguisorbic acid Terchebulinic acid Tergallic acid Valoneic acid

Lactones	Ellagic acid Gallagic acid Gallagic acid dilactone Luteic acid Sanguisorbic acid dilactone Tergallic acid dilactone Valoneic acid dilactone

Monomers	Acetonyl geraniin Alnusiin Bicornin Castalagin (Vescalagin) Castalin Casuarictin Casuariin Casuarinin Chebulinic acid Elaeocarpusin Emblicanin A and B Euphorscopin Excoecarianin Geraniin Grandinin Helioscopin B Helioscopinin A and B Jolkinin Lagerstannin A, B and C Macranganin Myrobalanitannin Nupharin A, B, C, D, E and F Pedunculagin Galloyl pedunculagin Phyllanemblinin A, B, C, D, E and F Roburin B, C, D and E Rugosin E Sanguiin H-5 Stenophyllanin A, B and C Strictinin Supinanin Tellimagrandin I and II Teracatain Terchebulin Terchebin Terflavin A and B

Oligomers	Dimers Agrimoniin Cornusiin E (dimer of tellimagrandin II) Lambertianin A and B Roburin A Sanguiin H-6 Trimers Lambertianin C Raspberry ellagitannin Tetramers Lambertianin D Nobotanin S Pentamer Melastoflorin A

Other	Flavono-ellagitannins Pomegranate ellagitannins

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