lysergamide
AlkaPlorer ID: AK003066
Synonym: 'Ergine', 'Erginine', '9,10-didehydro-6-methylergoline-8beta-carboxamide', 'Lysergamide', '(+)-lysergamide', 'Lysergic acid amide', 'ERG', 'lysergic acid amide', 'Isolysergic acid amide'
IUPAC Name: (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Structure
SMILES: CN1C[C@H](C(=N)O)C=C2C3=CC=CC4=C3C(=CN4)C[C@H]21
InChI: InChI=1S/C16H17N3O/c1-19-8-10(16(17)20)5-12-11-3-2-4-13-15(11)9(7-18-13)6-14(12)19/h2-5,7,10,14,18H,6,8H2,1H3,(H2,17,20)/t10-,14-/m1/s1
InChIKey: GENAHGKEFJLNJB-QMTHXVAHSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Ipomoea violacea | Ipomoea | Convolvulaceae | Solanales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Ipomoea tricolor | Ipomoea | Convolvulaceae | Solanales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 267.332
TPSA？: 63.11000000000001
MolLogP？: 2.572870000000001
Number of H-Donors: 3
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Adenosine A1 receptor | Activity | 40.0 | % | 10.1021/jm060947x |
| Homo sapiens | Adenosine A2a receptor | Activity | 40.0 | % | 10.1021/jm060947x |
| Homo sapiens | Dopamine D1 receptor | Activity | 40.0 | % | 10.1021/jm060947x |
| Homo sapiens | Dopamine D2 receptor | Activity | 40.0 | % | 10.1021/jm060947x |
| Rattus norvegicus | Dopamine D2 receptor | Kd | 0.62 | nM | 10.1021/jm990526y |
| Rattus norvegicus | Dopamine D2 receptor | Kd | 1.0 | nM | 10.1021/jm990526y |
| Rattus norvegicus | Dopamine D2 receptor | Kd | 1.8 | nM | 10.1021/jm990526y |
| Rattus norvegicus | Dopamine D2 receptor | Kd | 2.8 | nM | 10.1021/jm990526y |