4-(2-(3,5-Dihydroxyphenyl)-ethenyl)-1,2-benzoldiol

trans-Piceatannol · (E)-Piceatannol · 3,3',4,5'-TETRAHYDROXY-TRANS-STILBENE · Piceatanl · NSC-622471 · Astringenin · PICEATANNOL · Beryl alcohol

Identifikatoren & physikalische Daten

CAS No.	10083-24-6
Summenformel	C14H12O4
Durchschnittliche Molmasse	244,24 g/mol
Monoisotopische Masse	244,07355886 g/mol
SMILES	Oc1cc(O)cc(/C=C/c2ccc(O)c(O)c2)c1
InChIKey	CDRPUGZCRXZLFL-OWOJBTEDSA-N
PubChem CID	667639
ChEMBL	CHEMBL69863
ChEBI	CHEBI:28814
EC No.	600-132-4
DTXSID	DTXSID6040587
Lokaler Name	4-(2-(3,5-Dihydroxyphenyl)-ethenyl)-1,2-benzoldiol

XLogP	2,9
Polarare Oberfläche (TPSA)	80,9
H-Brücken-Donoren	4
H-Brücken-Akzeptoren	4
Frei drehbare Bindungen	2
Schwere Atome	18
Formalladung	0
Komplexität	282
Arzneimittel	Pharmaceuticals -> Listed in ZINC15
Lipide	Polyketides [PK] -> Aromatic polyketides [PK13] -> Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]
LogP (Verteilungskoeffizient)	2.11
Endocrine Disruptors	Potential endocrine disrupting compound
Physical Description	Solid
Schmelzpunkt	223.0-227.0 °C
Siedepunkt	108°C/0.04mmHg(lit.)
Dichte	1.1245 (rough estimate)
Brechungsindex	1.5190 (estimate)
Lagerbedingungen	2-8°C
Löslichkeit	H2O: 0.5 mg/mLH2O: 0.5mg/mLDMSO: 10mg/mLethanol: 10mg/mL
Aggregatzustand	powder
pKa (Säurekonstante)	9.17±0.10(Predicted)
Farbe	light tan to yellow
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
Hauptanwendungen	food and beverages
Kosmetik-Inhaltsstoffe Funktionen	ANTIOXIDANT
InChI	InChI=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+
InChIKey	CDRPUGZCRXZLFL-OWOJBTEDSA-N
SMILES	C1(O)=CC=C(/C=C/C2=CC(O)=CC(O)=C2)C=C1O
LogP (Verteilungskoeffizient)	2.690 (est)

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.WarningH302+H312+H332 (50%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and Categories	Acute Tox. 4 (50%)
Wassergefährdungsklasse (WGK)	3
Zollcode	29072990
Sicherheitshinweise (S)	24/25
Lagerklasse	11 - Combustible Solids
Gefahrenklasse	Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral

A human metabolite of Resveratrol (R150000). Piceatannol is strong anti-oxidant.