Piceatannol
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Piceatannol
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CAS No:
10083-24-6
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Formula:
C14H12O4
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Chemical Name:
Piceatannol
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Synonyms:
1,2-Benzenediol,4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-;3,3′,4,5′-Stilbenetetrol,(E)-;Piceatannol;1,2-Benzenediol,4-[2-(3,5-dihydroxyphenyl)ethenyl]-,(E)-;4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol;Astringenin;trans-3,3′,4,5′-Tetrahydroxystilbene;(E)-Piceatannol;trans-Piceatannol;21100-92-5
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CAS No:
Description
Piceatannol is a selective inhibitor of protein tyrosine kinase Syk. It could inhibit ICa,L, Ito, IKr, Ca2+ transients and Na+-Ca2+ exchange except IK1. Shows multiple biological activities such as anti-inflammatory, antiproliferative and immunomodulatory effects.In vitro: The treatment of human myeloid cells with piceatannol suppressed TNF-induced DNA binding activity of NF-κB. The effect of piceatannol was not restricted to myeloid cells, as TNF-induced NF-κB activation was also suppre
Solid
Piceatannol is a stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. It has a role as a protein kinase inhibitor, a tyrosine kinase inhibitor, an antineoplastic agent, a plant metabolite, a hypoglycemic agent, an apoptosis inducer and a geroprotector. It is a stilbenol, a member of resorcinols, a member of catechols and a polyphenol. It derives from a hydride of a trans-stilbene.|Piceatannol is a polyhydroxylated stilbene extract from the seeds of Euphorbia lagascae, which inhibits protein tyrosine kinase Syk and induces apoptosis. (NCI)
Piceatannol Basic Attributes
244.246
244.24
600-132-4
6KS3LS0D4F
622471|365798
DTXSID6040587
C1195
2907299090
Characteristics
80.9
2.9
Solid
1.5±0.1 g/cm3
215-217 °C
507.3ºC at 760 mmHg
252.2±21.4 °C
1.801
H2O: 0.5 mg/mL
2-8ºC
6.51E-11mmHg at 25°C
Piceatannol Use and Manufacturing
Polyketides [PK] -> Aromatic polyketides [PK13] -> Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]
Computed Properties
Molecular Weight:244.24
XLogP3:2.9
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:244.07355886
Monoisotopic Mass:244.07355886
Topological Polar Surface Area:80.9
Heavy Atom Count:18
Complexity:282
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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