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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H36O15
Molecular Weight 624.5871
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ISOACTEOSIDE

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](COC(=O)\C=C\C3=CC=C(O)C(O)=C3)O[C@@H](OCCC4=CC=C(O)C(O)=C4)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=FNMHEHXNBNCPCI-QEOJJFGVSA-N
InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29-/m0/s1

HIDE SMILES / InChI

Description

Isoacteoside (2-(3′,4′-dihydroxyphenyl)ethyl 6-O-caffeoyl-3-O-(α-l-rhamnopyranosyl)-β-d-glucopyranoside), a phenylethanoid glycoside isomeric to acteoside, exists in various plants, such as Cistanches spp., Castilleja spp. and Plantago spp. It exerts wide range of pharmacological activity including anti-inflammatory and cytoprotective actions.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.83 µM [IC50]
45.48 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Rats: 2.5 or 5.0 mg/kg
Route of Administration: Oral
In Vitro Use Guide
Isoacteoside inhibited D-GalN-induced death of hepatocytes (IC50-5.3 microM) and reduced TNF-alpha-induced cytotoxicity in L929 cells (IC50-22.7 microM).