1.0 2010-04-08 22:10:08 UTC 2025-11-18 23:36:05 UTC FDB012375 Pterostilbene Pterostilbene is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Pterostilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pterostilbene can be found in common grape and grape wine, which makes pterostilbene a potential biomarker for the consumption of these food products. Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role . (E)-4-(3,5-dimethoxystyryl)phenol 3,5-Dimethoxy-4'-hydroxy-trans-stilbene 3,5-Dimethoxy-4'-hydroxystilbene 3',5'-Dimethoxy-4-stilbenol 3',5'-dimethoxy-4E-stilbenol 3',5'-dimethoxy-4trans-stilbenol 3',5'-dimethoxy-resveratrol 4-((E)-2-(3,5-dimethoxyphenyl)ethenyl)phenol 4-(2-(3,5-Dimethoxyphenyl)ethenyl)phenol 4-[(1E)-2-(3,5-Dimethoxyphenyl)ethenyl]phenol 4-[(3,5-Dimethoxyphenyl)ethenyl]phenol 4-[(E)-2-(3,5-Dimethoxy-phenyl)-vinyl]-phenol 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol 4-[2-(3,5-Dimethoxy-phenyl)-vinyl]-phenol 4-Stilbenol, 3',5'-dimethoxy-, (E)- 4'-Hydroxy-3,5-dimethoxystilbene 4E-(2-(3,5-dimethoxyphenyl)ethenyl)phenol 4trans-(2-(3,5-dimethoxyphenyl)ethenyl)phenol E 4-[2-(3,5-Dimethoxy-phenyl)-vinyl]-phenol Phenol, 4-(2-(3,5-dimethoxyphenyl)ethenyl)-, (E)- Pterocarpus marsupium Pterostilben Pterostilbene Pterostilbene, pterocarpus marsupium C16H16O3 256.2964 256.109944378 4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol 4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol 537-42-8 COC1=CC(\C=C/C2=CC=C(O)C=C2)=CC(OC)=C1 InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3- VLEUZFDZJKSGMX-ARJAWSKDSA-N belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Stilbenes Organic compounds Phenylpropanoids and polyketides Stilbenes Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Dimethoxybenzenes Hydrocarbon derivatives Phenoxy compounds Styrenes 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzenoid Dimethoxybenzene Ether Hydrocarbon derivative M-dimethoxybenzene Methoxybenzene Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Stilbene Styrene logp 3.48 ALOGPS logs -4.37 ALOGPS solubility 1.10e-02 g/l ALOGPS melting_point Mp 85-86° logp 3.69 ChemAxon pka_strongest_acidic 9.5 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol ChemAxon average_mass 256.2964 ChemAxon mono_mass 256.109944378 ChemAxon smiles COC1=CC(\C=C/C2=CC=C(O)C=C2)=CC(OC)=C1 ChemAxon formula C16H16O3 ChemAxon inchi InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3- ChemAxon inchikey VLEUZFDZJKSGMX-ARJAWSKDSA-N ChemAxon polar_surface_area 38.69 ChemAxon refractivity 76.42 ChemAxon polarizability 27.7 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 70038 Specdb::MsMs 70039 Specdb::MsMs 70040 Specdb::MsMs 128469 Specdb::MsMs 128470 Specdb::MsMs 128471 Specdb::MsMs 3605371 Specdb::MsMs 3605372 Specdb::MsMs 3605373 Specdb::MsMs 3605374 Specdb::MsMs 3605375 Specdb::MsMs 3605376 Arabica coffee Type 1 specific Coffea arabica 13443 Coffee Type 1 generic Coffea 13442 Common grape Type 1 specific Vitis vinifera 29760 Deerberry Type 1 specific Vaccinium stamineum 176259 Fruit juice Type 2 specific Grape wine Type 2 specific 0.0 0.0 0.0 mg/100 g Green tea Type 1 Red champagne Type 1 Red wine Type 2 Robusta coffee Type 1 specific Coffea canephora 49390 White champagne Type 1 White wine Type 2 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti radicular 572 Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-melanomic 425 A substance that inhibits or prevents the proliferation of neoplasms. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Chemopreventive 796 A substance that inhibits or prevents the proliferation of neoplasms. Cyclooxygenase inhibitor 849 A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. Cyclooxygenase-1 inhibitor 840 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. Cyclooxygenase-2 inhibitor 841 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Fungicide 940 A substance used to destroy fungal pests. Hyperglycemic 1005 A drug which increases the blood glucose level. Hypocholesterolemic 1016 Hypoglycemic 1017 A drug which lowers the blood glucose level. Hypolipidemic 1020 Hypotensive 1021 Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Phytoalexin 1223 A toxin made by a plant that acts against an organism attacking it.