Grundinformationen
- Standard-SMILES
COc1cc(/C=C/c2ccc(O)cc2)cc(OC)c1- InChIKey
VLEUZFDZJKSGMX-ONEGZZNKSA-N- Summenformel
- C16H16O3
- Durchschnittliche Molmasse
- 256,3 g/mol
- Monoisotopische Masse
- 256,10994437
Überblick
Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'. It has a role as an antioxidant, a neurotransmitter, a hypoglycemic agent, an antineoplastic agent, a radical scavenger, a neuroprotective agent, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a stilbenol, a diether and a member of methoxybenzenes. It derives from a hydride of a trans-stilbene.
Namen und Bezeichner
- Bevorzugter Name
- Pterostilbene
- IUPAC
- 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol
- Englischer Name
- Pterostilbene
- Summenformel
- C16H16O3
- Molmasse
- 256.3
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
18259-15-9、537-42-8- PubChem CID
- 5281727
- DTXSID
DTXSID9041106- ChEMBL
CHEMBL83527- ChEBI
CHEBI:8630- UNII
- 26R60S6A5I
- EC Number
- 611-041-4
- Nikkaji
- J11.562B、J2.032.037K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,8
- Polarare Oberfläche (TPSA)
- 38,7 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 270
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 89 · 89-92 ºC
- Siedepunkt
- 420.4 · 420.4±35.0 °C(Predicted)
- Dichte
- 1.169 · 1.169±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 20 mg/mL · DMSO: >20mg/mL
- pka
- 9.96 · 9.96±0.26(Predicted)
- Aggregatzustand
- solid
- Farbe
- White or off-white
- Geruch (Odor)
- Characteristic
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week.
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONINGANTIOXIDANT
- 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+
- InChIKey
- VLEUZFDZJKSGMX-ONEGZZNKSA-N
- SMILES
- C1(O)=CC=C(/C=C/C2=CC(OC)=CC(OC)=C2)C=C1
- LogP
- 4.056 · 4.056 (est)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P354+P338, P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- ridadr
- 3077
- hs_code
- 29095000
- risk_code
- 41-51/53
- hazard_code
- Xi,N
- safety_code
- 26-39-61
- hazard_class
- IRRITANT
- packing_group
- Ⅲ
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Chronic 2Eye Dam. 1
Chemie und Industrie
Pharmakologische Informationen
Anwendungen
BeschreibungPterostilbene (PTS) is a fragrant-smelling hydrocarbon called "styrene", which is a derivative of resveratrol. It is found in blueberries and Pterocarpus marsupium (PM) heartwood. Similar to resveratrol, PTS has anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia and antibacterial effects.
OccurrencePterostilbene is a natural molecule found in fruits, vegetables and nuts. Blueberries are often quoted as one of the richest sources of pterostilbene. It is also found in almonds,various Vaccinium berries (including blueberries), grape leaves and vines,and Pterocarpus marsupium heartwood.
VerwendenSubstantial studies demonstrate that pterostilbene has diverse pharmacological activities for the prevention and treatment of diseases including inflammation, cancer, diabetes, and dyslipidemia.Pterostilbene has been used:to investigate its anti-oxidative stress activities and the involvement of the nuclear factor (erythroid-derived 2)-like 2 (Nrf2)-antioxidant response element (ARE) signaling pathwayto determine its effects on transcriptional activation of estrogen receptor-α (ERα) in hormone resistant breast cancer cells)
Darstellung
synthetischePterostilbene was synthesized from 3,5-dimethoxybenzyl bromide and p-nitrobenzaldehyde by Witting-Hornor reaction, reduction, diazotization and hydrolysis, with a total yield of 53.9%.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'. It has a role as an antioxidant, an antineoplastic agent, a neurotransmitter, a plant metabolite, an apoptosis inducer, a neuroprotective agent, an anti-inflammatory agent, a radical scavenger and a hypoglycemic agent. It is a stilbenol, a member of methoxybenzenes and a diether. It derives from a hydride of a trans-stilbene.
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