Isoquercetin

HCID 5280804CAS 21637-25-2

Grundinformationen

Standard-SMILES
O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12
InChIKey
OVSQVDMCBVZWGM-QSOFNFLRSA-N
Summenformel
C21H20O12
Durchschnittliche Molmasse
464,4 g/mol
Monoisotopische Masse
464,09547608

Überblick

Quercetin 3-O-beta-D-glucopyranoside is a quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, a histamine antagonist, a bone density conservation agent, an antipruritic drug, an osteogenesis regulator and a plant metabolite. It is a beta-D-glucoside, a tetrahydroxyflavone, a monosaccharide derivative and a quercetin O-glucoside. It is functionally related to a beta-D-glucose. It is a conjugate acid of a quercetin 3-O-beta-D-glucopyranoside(1-).

Namen und Bezeichner

Bevorzugter Name
Isoquercetin
IUPAC
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Namen und Synonyme

IsoquercetinHirsutrinQuercetin 3-o-glucopyranoside3-GlucosylquercetinQuercetin 3-D-glucosideQuercetol 3-monoglucosideCONTIGOSIDE BQuercetin-3-O-glucopyranosideQuercetol 3-glucosideQuercetin 3-monoglucosideQuercetin 3-beta-glucosidequercetin glucoside
Weitere Namen anzeigen
Quercetin-3-glucoseQuercetin 3-beta-O-glucosideRonacare isoquercetinGlucosyl-3-quercetinquercetin 3-O-beta-D-glucopyranosideIsoquercetin, (-)-6HN2PC637TUNII-6HN2PC637T

Datenbank-Bezeichner

CAS
21637-25-2、482-35-9
PubChem CID
5280804
DTXSID
DTXSID3041110
ChEMBL
CHEMBL250450
ChEBI
CHEBI:68352
UNII
6HN2PC637T
EC Number
483-280-0、640-533-1
Nikkaji
J263.910F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,4
Polarare Oberfläche (TPSA)
207 Ų
H-Brücken-Donoren
8
H-Brücken-Akzeptoren
12
Frei drehbare Bindungen
4
Schwere Atome
33

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
LogP0.7
Melting Point238 - 242 °C
Physical DescriptionSolid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

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)

Gefahrenhinweise

Regulatory InformationStatus: Cease Manufacture Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/3865
Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (100%)

Not Classified

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Zugehörige Reaktionen

5

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