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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H46O20
Molecular Weight 786.7277
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ECHINACOSIDE

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC(O)=C(O)C=C3)O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]2OC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=FSBUXLDOLNLABB-ISAKITKMSA-N
InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1

HIDE SMILES / InChI

Molecular Formula C35H46O20
Molecular Weight 786.7277
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 15 / 15
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

Echinacoside is a caffeic acid glycoside which is constituted from a trisaccharide consisting of two glucose and one rhamnose moieties glycosidically linked to one caffeic acid and on hydroxytyrosol residue at the centrally situated rhamnose. Echinacoside is the basic component of the roots of E. angustifolia and E. pallida, ranging from 0.5 to 1.0%. Echinacoside is reported to possess the immunostimulatory and high antioxidant activities

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer







Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
Rats were treated with Echinacoside at doses 20, 40 and 80 mg/kg/day
Route of Administration: Oral
In Vitro Use Guide
Rat pulmonary artery smooth muscle cells were incubated under normoxia, hypoxia, hypoxia + 0.35 mM echinacoside, or hypoxia + 0.4 mM echinacoside for 24 h. Cell viability was assessed by MTS assays.
Substance Class Chemical
Record UNII
I04O1DT48T
Record Status Validated (UNII)
Record Version