(S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyron

(-)-Pinostrobin

HCID 73201CAS 480-37-5
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

Standard-SMILES
COc1cc(O)c2c(c1)O[C@H](c1ccccc1)CC2=O
InChIKey
ORJDDOBAOGKRJV-AWEZNQCLSA-N
Summenformel
C16H14O4
Durchschnittliche Molmasse
270,28 g/mol

Überblick

Pinostrobin is a monohydroxyflavanone that is (2S)-flavanone substituted by a hydroxy group at position 5 and a methoxy group at position 7 respectively. It has a role as an antidote and a plant metabolite. It is a monomethoxyflavanone and a monohydroxyflavanone. It is functionally related to a (2S)-flavanone.

Namen und Bezeichner

Bevorzugter Name
(-)-Pinostrobin
IUPAC
(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
Lokaler Name
(S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyron
Englischer Name
Pinostrobin
Summenformel
C16H14O4
Molmasse
270.28

Namen und Synonyme

Pinostrobin480-37-5Pinostrombindihydrotectochrysin(-)-pinostrobin5-Hydroxy-7-methoxyflavanonePinocembrin-7-methyletherSZD9LZS6945-Hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-oneCHEBI:804914H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (S)-RefChem:174365
Weitere Namen anzeigen
PistrobinPinostobinloteprednol Impurity 18Pinostrobin, 10 mM in DMSO5-Hydroxy-7-methoxy-2-phenyl-chroman-4-onePINOCEMBRIN-7-METHYLETHER(RG)(PLEASE CALL)5-Hydroxy-7-methoxyflavanone (Pinostrobin)
5-hydroxy-7-methoxy-flavanone(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one207-548-15-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-onePINOCEMBRIN 7-METHYL ETHER(2S)-pinostrobinCHEMBL254613(2s)-5-hydroxy-7-methoxyflavanone

Datenbank-Bezeichner

CAS
480-37-5、75291-74-6
PubChem CID
73201
DTXSID
DTXSID50963979
ChEMBL
CHEMBL254613
ChEBI
CHEBI:80491
UNII
SZD9LZS694
EC Number
207-548-1
Nikkaji
J196.197G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,1
Polarare Oberfläche (TPSA)
55,8 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
20

Experimentelle und physikochemische Eigenschaften

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
Collision Cross Section164.24 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]

Physikochemische Eigenschaften

Schmelzpunkt
100 °C · 100°C
Siedepunkt
494.9 · 494.9±45.0 °C(Predicted)
Dichte
1.284 · 1.284±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
Löslichkeit
20 mg/ml; · DMF: 20 mg/ml; DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml; DMSO: 12 mg/ml
Aggregatzustand
A crystalline solid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk
3
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

Chemie und Industrie

Anwendungen · 1 Eintrag

BeschreibungPinostrobin is a flavonoid with diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. It induces quinone reductase (QR) in murine hepatoma cells with a QR doubling concentration of 500 nM. Pinostrobin inhibits TNF-α and IL-1β production in RAW 264.7 macrophages (IC50s = 17.28 and 23.5 μM, respectively) and in LPS-stimulated rats (48.6 and 55% reduction, respectively). Pinostrobin also shows selective cytotoxicity for CCRF-CEM leukemia cells (IC50 = 10.2 μM) in a panel of eight cancer cell lines (IC50s = >30 μM).

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
上海纯优生物科技有限公司18302135232 18302135232 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A monohydroxyflavanone that is (2S)-flavanone substituted by a hydroxy group at position 5 and a methoxy group at position 7 respectively.

Zugehörige Reaktionen

0
Reaktionsaufzeichnung erstellen

Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.

Verknüpfte Notizen

Wird geladen…