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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H24N2O3
Molecular Weight 352.4269
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AKUAMMIGINE

SMILES

[H][C@]12C[C@]3([H])C(=CO[C@@H](C)[C@]3([H])CN1CCC4=C2NC5=C4C=CC=C5)C(=O)OC

InChI

InChIKey=GRTOGORTSDXSFK-BMYCAMMWSA-N
InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19+/m0/s1

HIDE SMILES / InChI

Description

Akuammigine is an oxindole alkaloid. Akuammigine shows antiadrenergic activity and thus reduces heart rate.

Originator

Henry, T.A.

Approval Year

Unknown

Targets

Primary TargetPharmacologyConditionPotency
Alpha-2c adrenergic receptor
Antagonist
 28.0 nM [Ki]
Alpha-2a adrenergic receptor
Antagonist
 106.0 nM [Ki]
Alpha-2b adrenergic receptor
Antagonist
 116.0 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Protozoal diseases
 Primary
Basic research
Unknown

PubMed

Patents

20080255101
US5290553

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Akuammigine (5 x 10-6 to 10-4 M) caused a parallel displacement to the right of the concentration-response curves to noradrenaline, without depressing the maximal contraction, except for akuammigine at 10-4 M.
SUBSTANCE RECORD
Structure of AKUAMMIGINE
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