Pinostilbene

Pinostilbene
Names

IUPAC name 3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol
Other names Rapontigentin 3-methoxyresveratrol trans-Pinostilbene 3,4′-dihydroxy-5-methoxystilbene
Identifiers
CAS Number	42438-89-1
ChEBI	CHEBI:63672
ChemSpider	4582840
Jmol interactive 3D	Image
KEGG	C20154
PubChem	5473050
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

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

Resveratrol

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

Hydrangeic acid

other acylations

3,5-Dihydroxy-4-isopropyl-trans-stilbene

Glycosides

Astringin (Piceatannol 3-O-glucoside)
Isorhapontin (Isorhapontigenin glucoside)
Mulberroside A (Oxyresveratrol diglucoside)

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)

Oligomeric forms

oligostilbenoids

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