Isoquercetin

HCID 5280804CAS 21637-25-2

基本情報

標準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
分子式
C21H20O12
平均分子量
464.4 g/mol
単同位体質量
464.09547608

概要

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-).

名称と識別子

優先名称
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

名称と別名

IsoquercetinHirsutrinQuercetin 3-o-glucopyranoside3-GlucosylquercetinQuercetin 3-D-glucosideQuercetol 3-monoglucosideCONTIGOSIDE BQuercetin-3-O-glucopyranosideQuercetol 3-glucosideQuercetin 3-monoglucosideQuercetin 3-beta-glucosidequercetin glucoside
名称をさらに表示
Quercetin-3-glucoseQuercetin 3-beta-O-glucosideRonacare isoquercetinGlucosyl-3-quercetinquercetin 3-O-beta-D-glucopyranosideIsoquercetin, (-)-6HN2PC637TUNII-6HN2PC637T

データベース識別子

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

物性

構造計算による物性

XLogP
0.4
極性表面積
207 Ų
水素結合供与体数
8
水素結合受容体数
12
回転可能結合数
4
重原子数
33

実験および物理化学的性質

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

安全と法規制

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

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

Skin Irrit. 2 (100%)

Not Classified

化学と産業

薬理情報

Cellular LocationsCytoplasm

関連反応

5 件

関連ノート

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