U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C11H19NO6
Molecular Weight 261.2717
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOTAUSTRALIN

SMILES

CC[C@@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C#N

InChI

InChIKey=WEWBWVMTOYUPHH-QHAQEBJBSA-N
InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3/t6-,7-,8+,9-,10+,11-/m1/s1

HIDE SMILES / InChI

Description

Lotaustralin is a cyanogenic glucoside found in small amounts in tropical root crop cassava (Manihot esculenta), lima bean (Phaseolus lunatus), roseroot (Rhodiola rosea) and other plants. Lotaustralin is the glucoside of methyl ethyl ketone cyanohydrin and a precursor to the toxic compound hydrogen cyanide. Extracted from Rhodiola sacra lotaustralin potently inhibited the histamine release from rat peritoneal exudate cells induced by an antigen-antibody reaction exhibiting antiallergic activity.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Extracted from Rhodiola sacra lotaustralin inhibited the histamine release from rat peritoneal exudate cells induced by an antigen-antibody reaction at 760 uM - 6.6 mM.