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

Piceatannol

HCID 667639CAS 10083-24-6
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Grundinformationen

Standard-SMILES
Oc1cc(O)cc(/C=C/c2ccc(O)c(O)c2)c1
InChIKey
CDRPUGZCRXZLFL-OWOJBTEDSA-N
Summenformel
C14H12O4
Durchschnittliche Molmasse
244,24 g/mol
Monoisotopische Masse
244,07355886

Überblick

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 geroprotector, a hypoglycemic agent, an antineoplastic agent, a protein kinase inhibitor, a tyrosine kinase inhibitor, an apoptosis inducer and a plant metabolite. It is a polyphenol, a member of catechols, a member of resorcinols and a stilbenol. It derives from a hydride of a trans-stilbene.

Namen und Bezeichner

Bevorzugter Name
Piceatannol
IUPAC
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
Lokaler Name
4-(2-(3,5-Dihydroxyphenyl)-ethenyl)-1,2-benzoldiol
Englischer Name
PICEATANNOL
Summenformel
C14H12O4
Molmasse
244.24

Namen und Synonyme

piceatannol10083-24-6trans-Piceatannol3-Hydroxyresveratol(E)-PiceatannolAstringenin3,3',4'5-Tetrahydroxystilbene4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol3,4,3',5'-tetrahydroxy-trans-stilbene4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol3,3',4,5'-Tetrahydroxy-trans-stilbene6KS3LS0D4F
Weitere Namen anzeigen
PiceatanlBeryl alcohol20MG/50MG/100GPiceatannol>
NSC-365798NSC-622471DB08399trans-3,3',4,5'-TetrahydroxystilbeneJ61.264BCHEBI:28814C059013,3',4,5'-STILBENETETROL, (E)-

Datenbank-Bezeichner

CAS
10083-24-6、4339-71-3
PubChem CID
667639
DTXSID
DTXSID6040587
ChEMBL
CHEMBL69863
ChEBI
CHEBI:28814
UNII
6KS3LS0D4F
EC Number
600-132-4
Nikkaji
J393.773I、J61.264B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,9
Polarare Oberfläche (TPSA)
80,9 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
18

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]
LogP2.11
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
223 · 223.0-227.0 °C
Siedepunkt
108 °C/0.04mmHg · 108°C/0.04mmHg(lit.)
Dichte
1.1245 · 1.1245 (rough estimate)
Brechungsindex
1.519 · 1.5190 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
2 O: · H2O: 0.5 mg/mL

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H302+H312+H332 (50%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute 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.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Sicherheitsdaten

wgk
3
hs_code
29072990
safety_code
24/25
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsPlacenta
Cellular LocationsMembrane

Anwendungen

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

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海波以尔化工有限公司[email protected]

Ergänzende Hinweise

DefinitionChEBI: 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.

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