trans-Piceatannol structure, CAS 10083-24-6

trans-Piceatannol

CAS Number10083-24-6

Synonyms3,3',4'5-Tetrahydroxystilbene; E-Piceatannol; 3,3′,4,5′-Tetrahydroxy-trans-stilbene; 3,3',4,5'-Tetrahydroxy-trans-stilbene; 3,4,3',5'-Tetrahydroxy-trans-stilbene; 4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]benzene-1,2-diol; 3,5,3',4'-tetrahydroxystilbene; 4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]-1,2-benzenediol; Piceatannol; 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol; MFCD00221715; 4-(2-(3,5-Dihydroxyphenyl)vinyl)-1,2-benzenediol; (E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol; (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol; 5-[(E)-2-(3,4-Dihydroxyphenyl)vinyl]benzene-1,3-diol; trans-3,3',4,5'-tetrahydroxystilbene; 3,3',4,5'-tetrahydroxystilbene

Molecular FormulaC14H12O4

Molecular Weight244.24

Purity98.00%

Density1.5±0.1 g/cm3

Boiling Point507.3±38.0 °C at 760 mmHg

Melting Point223-227ºC

Flash Point

AppearanceLight brown to yellow powder

EINECS

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Cat. No.: 2A-9034625 Purity: 98.00%
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Chemical & Physical Properties
CAS Number10083-24-6
Catalog No.2A-9034625
Chinese Name白皮杉醇; 比杉特醇
Synonyms3,3',4'5-Tetrahydroxystilbene; E-Piceatannol; 3,3′,4,5′-Tetrahydroxy-trans-stilbene; 3,3',4,5'-Tetrahydroxy-trans-stilbene; 3,4,3',5'-Tetrahydroxy-trans-stilbene; 4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]benzene-1,2-diol; 3,5,3',4'-tetrahydroxystilbene; 4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]-1,2-benzenediol; Piceatannol; 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol; MFCD00221715; 4-(2-(3,5-Dihydroxyphenyl)vinyl)-1,2-benzenediol; (E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol; (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol; 5-[(E)-2-(3,4-Dihydroxyphenyl)vinyl]benzene-1,3-diol; trans-3,3',4,5'-tetrahydroxystilbene; 3,3',4,5'-tetrahydroxystilbene
Molecular FormulaC14H12O4
Molecular Weight244.24
Purity98.00
Density1.5±0.1 g/cm3
Boiling Point507.3±38.0 °C at 760 mmHg
Melting Point223-227ºC
AppearanceLight brown to yellow powder
Water SolubilityH2O: 0.5 mg/mL
Storage Condition1. Storage Store at 2-8°.
ApplicationPiceatannol is a selective inhibitor of the protein tyrosine kinase Syk. It can inhibit ICa, L, Ito, IKr, Ca2+ transfer and Na+-Ca2+ exchange except IK1.
HTC2907299090
PubChem ID8189
SMILESOc1cc(O)cc(C=Cc2ccc(O)c(O)c2)c1
InChIInChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
InChI KeyCDRPUGZCRXZLFL-OWOJBTEDSA-N
Hazard Symbolstransportation
BioactivityPiceatannol 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 suppressed in lymphocyte and epithelial cells. Piceatannol also inhibited NF-κB activated by H2O2, PMA, LPS, okadaic acid, and ceramide. [1] Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Syk Research Areas >> Cancer Natural Products >> Phenols References [1]. Kazuhiro Ashikawa et al. Piceatannol Inhibits TNF-Induced NF-κB Activation and NF-κB-Mediated Gene Expression Through Suppression of IκBα Kinase and p65 Phosphorylation. J Immunol, 2002 Dec 1, 169(11):6490-7. [2]. Wen-Pin Chen et al. Piceatannol, a derivative of resveratrol, moderately slows INa inactivation and exerts antiarrhythmic action in ischaemia-reperfused rat hearts. Br J Pharmacol.2009 Jun, 157(3), 381-391. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 507.3±38.0 °C at 760 mmHg Melting Point 223-227ºC Molecular Formula C14H12O4 Molecular Weight 244.243 Flash Point 252.2±21.4 °C Exact Mass 244.073563 PSA 80.92000 LogP 2.69 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.801 InChIKey CDRPUGZCRXZLFL-OWOJBTEDSA-N SMILES Oc1cc(O)cc(C=Cc2ccc(O)c(O)c2)c1 Storage condition 2-8°C Water Solubility H2O: 0.5 mg/mL
Use ofPiceatannol 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 suppressed in lymphocyte and epithelial cells. Piceatannol also inhibited NF-κB activated by H2O2, PMA, LPS, okadaic acid, and ceramide. [1] Properties Articles92 Name Piceatannol Synonym More Synonyms Piceatannol Biological Activity 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 suppressed in lymphocyte and epithelial cells. Piceatannol also inhibited NF-κB activated by H2O2, PMA, LPS, okadaic acid, and ceramide. [1] Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Syk Research Areas >> Cancer Natural Products >> Phenols References [1]. Kazuhiro Ashikawa et al. Piceatannol Inhibits TNF-Induced NF-κB Activation and NF-κB-Mediated Gene Expression Through Suppression of IκBα Kinase and p65 Phosphorylation. J Immunol, 2002 Dec 1, 169(11):6490-7. [2]. Wen-Pin Chen et al. Piceatannol, a derivative of resveratrol, moderately slows INa inactivation and exerts antiarrhythmic action in ischaemia-reperfused rat hearts. Br J Pharmacol.2009 Jun, 157(3), 381-391. Chemical & Physical Properties Molecular Formula C14H12O4 Exact Mass 244.073563 PSA 80.92000 Index of Refraction 1.801 InChIKey CDRPUGZCRXZLFL-OWOJBTEDSA-N
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Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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