Pinostilbene

Pinostilbene
Names

Preferred IUPAC name 3-[(E)-2-(4-Hydroxyphenyl)ethen-1-yl]-5-methoxyphenol
Other names Rapontigentin 3-methoxyresveratrol trans-Pinostilbene 3,4′-dihydroxy-5-methoxystilbene
Identifiers
CAS Number	42438-89-1^Y 871504-87-9 (non-specific)^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:63672
ChemSpider	4582840
ECHA InfoCard	100.223.039
KEGG	C20154
PubChem CID	5473050
UNII	4PAK325BEM^Y
CompTox Dashboard (EPA)	DTXSID50420234
InChI InChI=1S/C15H14O3/c1-18-15-9-12(8-14(17)10-15)3-2-11-4-6-13(16)7-5-11/h2-10,16-17H,1H3/b3-2+ Key: KUWZXOMQXYWKBS-NSCUHMNNSA-N InChI=1/C15H14O3/c1-18-15-9-12(8-14(17)10-15)3-2-11-4-6-13(16)7-5-11/h2-10,16-17H,1H3/b3-2+ Key: KUWZXOMQXYWKBS-NSCUHMNNBC
SMILES COC1=CC(=CC(=C1)O)/C=C/C2=CC=C(C=C2)O
Properties
Chemical formula	C₁₅H₁₄O₃
Molar mass	242.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Pinostilbene is a stilbenoid found in Gnetum venosum^[1] and in the bark of Pinus sibirica.^[2]

References

^ Oligostilbenoids from Gnetum venosum. Boralle N, Gottlieb H.E, Gottlieb O.R, Kubitzki K, Lopes L.M.X, Yoshida M and Young M.C.M, Phytochemistry, 1993, volume 34, no 5, pages 1403-1407, INIST 4012160
^ Hydroxystilbenes from the bark of Pinus sibirica. N. A. Tyukavkina, A. S. Gromova, V. I. Lutskii and V. K. Voronov, Chemistry of Natural Compounds, September 1972, Volume 8, Issue 5, pages 570-572, doi:10.1007/BF00564298

Hydroxystilbenes and their glycosides (monomeric forms)

Dihydroxylated

Trihydroxylated

Tetrahydroxylated

O-methylated

4-Methoxyresveratrol Gnetucleistol D (2-methoxyoxyresveratrol) Gnetucleistol E (3-methoxy-isorhapontigenin) Isorhapontigenin (3,4',5-trihydroxy-3'-methoxystilbene) Pinostilbene (3-methoxyresveratrol) Pterostilbene (3',5'-dimethoxyresveratrol) Rhapontigenin (piceatannol 4'-methyl ether)
Combretastatins	Combretastatin A-1 Combretastatin A-4

carboxylated

other acylations

of resveratrol	Piceid (trans-Resveratrol-3-O-glucoside) trans-Resveratrol-3-O-glucuronide Resveratroloside (trans-resveratrol-4'-O-beta-D-glucopyranoside)
of rhapontigenin	Rhapontigenin 3-O-rutinoside 4'-Methoxy-(E)-resveratrol 3-O-rutinoside Rhaponticin (Rhapontigenin glucoside)