Compound Summary
Compound Information
metergoline
Compound Name: | metergoline |
Compound CID: | 28693 |
Synonyms: | metergoline 17692-51-2 Liserdol Metergolin Methergoline More... |
Iupac Name: | benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate |
InChI: | InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1 |
InChIKey: | WZHJKEUHNJHDLS-QTGUNEKASA-N |
Canonical Smiles: | CN1CC(CC2C1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5 |
Isomeric Smiles: | CN1C[C@@H](C[C@H]2[C@H]1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5 |
Molecular Weight: | 403.5 |
Molecular Formula: | C25H29N3O2 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
metergoline
Molecular Weight: | 403.5 |
Molecular Formula: | C25H29N3O2 |
Hydrogen Bond Donor Count: | 1 |
Hydrogen Bond Acceptor Count: | 3 |
Rotatable Bond Count: | 5 |
Heavy Atom Count: | 30 |
Complexity: | 607 |
Synonyms
metergoline
| metergoline | metergoline |
|---|---|
metergoline |
17692-51-2 |
Liserdol |
Metergolin |
Methergoline |
Metergolina |
Metergolinum |
C25H29N3O2 |
1-Methyl-N-carbobenzyloxydihydro-D-lysergamin |
FI 6337 |
MLS000069437 |
UNII-1501393LY5 |
1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline |
(+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester |
1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline |
D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline |
SMR000059050 |
(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester |
CHEMBL19215 |
CHEBI:64216 |
MCE |
NCGC00017257-09 |
1501393LY5 |
DSSTox_CID_22584 |
DSSTox_RID_80053 |
DSSTox_GSID_42584 |
Metergoline phenylmethyl ester |
Metergolina DCIT |
Metergolinum Latin |
Metergolina Spanish |
benzyl {(8alpha)-1,6-dimethylergolin-8-ylmethyl}carbamate |
benzyl {(8beta)-1,6-dimethylergolin-8-ylmethyl}carbamate |
Metergoline INN:BAN |
Substance 355/255 |
D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester |
(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester |
(8beta)-1,6-Dimethylergolin-8-yl)methylcarbamic acid phenylmethyl ester |
Metergolinum INN-Latin |
benzyl N-(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo4,3-fgquinoline-9-ylmethylcarbamate |
SR-01000000003 |
AHR 3009 |
EINECS 241-686-3 |
FI-6337 |
D-N-Carbobenzoxydihydro-1-methyllysergamine I |
Benzyl 1,6-dimethylergolin-8beta-ylmethylcarbamat |
Prestwick_657 |
Metergoline (INN) |
CAS-17692-51-2 |
D-N-Carboxydihydro-1-methyllysergamine I benzyl ester |
Opera_ID_1642 |
Prestwick0_000364 |
Prestwick1_000364 |
Prestwick2_000364 |
Prestwick3_000364 |
Carbamic acid, ((1,6-dimethylergolin-8-beta-yl)methyl)-, benzyl ester |
D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline I benzyl ester |
Biomol-NT_000134 |
UPCMLD-DP151 |
Carbamic acid, (((8beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester |
Lopac0_000726 |
BSPBio_000487 |
GTPL133 |
cid_28693 |
MLS001148102 |
MLS002207142 |
SCHEMBL117882 |
REGID_for_CID_28693 |
SPBio_002408 |
BPBio1_000287 |
BPBio1_000537 |
DTXSID5042584 |
UPCMLD-DP151:001 |
BDBM30704 |
HMS1569I09 |
HMS2096I09 |
HMS2234H19 |
HMS3262A14 |
HMS3411I04 |
HMS3675I04 |
HMS3713I09 |
HY-B1033 |
ZINC3812975 |
Tox21_110808 |
Tox21_500726 |
MFCD00153829 |
STL525769 |
AKOS015889165 |
Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, benzyl ester |
Tox21_110808_1 |
CCG-204811 |
CS-4551 |
DB13520 |
KS-1369 |
LP00726 |
NSC 755878 |
SDCCGSBI-0050704.P002 |
NCGC00017257-05 |
NCGC00017257-06 |
NCGC00017257-07 |
NCGC00017257-08 |
NCGC00017257-10 |
NCGC00017257-11 |
NCGC00017257-14 |
NCGC00017257-19 |
NCGC00022834-04 |
NCGC00022834-05 |
NCGC00022834-06 |
NCGC00022834-07 |
NCGC00022834-08 |
NCGC00261411-01 |
ST056348 |
B6365 |
EU-0100726 |
D07218 |
M 3668 |
SR-01000075561 |
Q6823517 |
SR-01000000003-2 |
SR-01000000003-4 |
SR-01000000003-5 |
SR-01000000003-6 |
SR-01000075561-1 |
BRD-K56699285-001-03-7 |
BRD-K56699285-001-18-5 |
N-Cbz-(8beta)-1,6-Dimethylergolin-8-ylmethylamine |
Lysergamine, N-carboxy-9,10-dihydro-1-methyl-, benzyl ester (7CI) |
(8?)-1,6-Dimethylergolin-8-yl)methylcarbamic acid phenylmethyl ester |
(8beta)-1,6-Dimethylergolin-8-yl)methy lcarbamic acid phenylmethyl ester |
(8beta)-1,6-Dimethylergolin-8-yl-methylcarbamic acid phenylmethyl ester |
Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester (9CI) |
Carbamic acid, N-(8b)-1,6-dimethylergolin-8-ylmethyl-,phenylmethyl ester |
(phenylmethyl) N-(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo4,3-fgquinoline-9-ylmethylcarbamate |
N-(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo4,3-fgquinoline-9-ylmethylcarbamic acid (phenylmethyl) ester |
N-(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo4,3-fgquinoline-9-ylmethylcarbamic acid benzyl ester |
Experimental Data
metergoline
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 33 | umol/L | 23 | S | N2 | 24134630 | Active | ||||||
| Caenorhabditis elegans | 33 | umol/L | 23 | NS | N2 | 24134630 | Inactive | ||||||
| Caenorhabditis elegans | 33 | umol/L | 23 | S | N2 | 33683565 | Active |
Experimental Data Visualization
metergoline
Statistics Data
metergoline
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 23 | 2 | 3 |
Statistics Data Visualization
metergoline
