Miyabenol C

Miyabenol C
Names
	Preferred IUPAC name (2S,2â²R,3S,3â²R)-3â²-(3,5-Dihydroxyphenyl)-2,2â²-bis(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]-2,2â²,3,3â²-tetrahydro[3,5â²-bi-1-benzofuran]-6,7â²-diol
	Other names Z-miyabenol C; E-cis-miyabenol C
Identifiers
CAS Number	109605-83-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:76193;
ChemSpider	4977560;
PubChem CID	5388319;
UNII	78H44UGJ85 ;
CompTox Dashboard (EPA)	DTXSID20745441 ;
	InChI InChI=1S/C42H32O9/c43-27-9-2-22(3-10-27)1-4-25-15-32(48)20-35-37(25)40(42(50-35)24-7-13-29(45)14-8-24)34-19-33(49)21-36-39(34)38(26-16-30(46)18-31(47)17-26)41(51-36)23-5-11-28(44)12-6-23/h1-21,38,40-49H/b4-1+/t38-,40+,41+,42-/m1/s1 Key: RKFYYCKIHVEWHX-YOBICRQBSA-N;
	SMILES c1cc(ccc1/C=C/c2cc(cc3c2[C@@H]([C@H](O3)c4ccc(cc4)O)c5cc(cc6c5[C@H]([C@@H](O6)c7ccc(cc7)O)c8cc(cc(c8)O)O)O)O)O;
Properties
Chemical formula	C42H32O9
Molar mass	680.69 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa). Infobox references

Miyabenol C is a stilbenoid. It is a resveratrol trimer. It is found in Vitis vinifera (grape),^[2] in Foeniculi fructus (fruit of Foeniculum vulgare),^[3] in Caragana sinica.^[4]

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It shows protein kinase C inhibitor activity.^[4]

Foeniculoside I is a glucoside of cis-miyabenol C.

References

Names
Preferred IUPAC name (2S,2â²R,3S,3â²R)-3â²-(3,5-Dihydroxyphenyl)-2,2â²-bis(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]-2,2â²,3,3â²-tetrahydro[3,5â²-bi-1-benzofuran]-6,7â²-diol
Other names Z-miyabenol C E-cis-miyabenol C^[1]
Identifiers
CAS Number	109605-83-6^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:76193
ChemSpider	4977560
PubChem CID	5388319
UNII	78H44UGJ85^Y
CompTox Dashboard (EPA)	DTXSID20745441
InChI InChI=1S/C42H32O9/c43-27-9-2-22(3-10-27)1-4-25-15-32(48)20-35-37(25)40(42(50-35)24-7-13-29(45)14-8-24)34-19-33(49)21-36-39(34)38(26-16-30(46)18-31(47)17-26)41(51-36)23-5-11-28(44)12-6-23/h1-21,38,40-49H/b4-1+/t38-,40+,41+,42-/m1/s1 Key: RKFYYCKIHVEWHX-YOBICRQBSA-N
SMILES c1cc(ccc1/C=C/c2cc(cc3c2[C@@H]([C@H](O3)c4ccc(cc4)O)c5cc(cc6c5[C@H]([C@@H](O6)c7ccc(cc7)O)c8cc(cc(c8)O)O)O)O)O
Properties
Chemical formula	C₄₂H₃₂O₉
Molar mass	680.69 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa). Infobox references