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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H24N2O3
Molecular Weight 352.4277
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AKUAMMIGINE

SMILES

C[C@@]1([H])[C@]2([H])CN3CCc4c5ccccc5[nH]c4[C@@]3([H])C[C@]2([H])C(=CO1)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

Molecular Formula C21H24N2O3
Molecular Weight 352.4277
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Effects of raubasine stereoisomers on pre- and postsynaptic alpha-adrenoceptors in the rat vas deferens.
1984 Oct
Selectivity of raubasine stereoisomers for alpha 1- and alpha 2-adrenoceptors in the rat.
1986 Aug
Patents

Sample Use Guides

In Vitro Use Guide
Curator's Comment:: The pre- and postsynaptic a-adrenoceptor blocking
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 Class Chemical
Created
by admin
on Sat Jun 26 12:30:13 UTC 2021
Edited
by admin
on Sat Jun 26 12:30:13 UTC 2021
Record UNII
1E21YYE0UM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AKUAMMIGINE
Common Name English
4H-INDOLO(2,3-A)PYRANO(3,4-G)QUINOLIZINE-1-CARBOXYLIC ACID, 4A,5,7,8,13,13B,14,14A-OCTAHYDRO-4-METHYL-, METHYL ESTER, (4S,4AS,13BR,14AS)-
Common Name English
OXAYOHIMBAN-16-CARBOXYLIC ACID, 16,17-DIDEHYDRO-19-METHYL-, METHYL ESTER, (3.BETA.,19.ALPHA.,20.ALPHA.)-
Common Name English
Code System Code Type Description
CAS
642-17-1
Created by admin on Sat Jun 26 12:30:13 UTC 2021 , Edited by admin on Sat Jun 26 12:30:13 UTC 2021
PRIMARY
PUBCHEM
1268096
Created by admin on Sat Jun 26 12:30:13 UTC 2021 , Edited by admin on Sat Jun 26 12:30:13 UTC 2021
PRIMARY
FDA UNII
1E21YYE0UM
Created by admin on Sat Jun 26 12:30:13 UTC 2021 , Edited by admin on Sat Jun 26 12:30:13 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT