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Details

Stereochemistry ABSOLUTE
Molecular Formula C34H37N5O5
Molecular Weight 595.6881
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METERGOTAMINE

SMILES

CN1C=C2C[C@H]3N(C)C[C@@H](C=C3C4=CC=CC1=C24)C(=O)N[C@]5(C)O[C@@]6(O)[C@@H]7CCCN7C(=O)[C@H](CC8=CC=CC=C8)N6C5=O

InChI

InChIKey=SZUQJDJBJHBVBO-CTTKVJGISA-N
InChI=1S/C34H37N5O5/c1-33(32(42)39-27(15-20-9-5-4-6-10-20)31(41)38-14-8-13-28(38)34(39,43)44-33)35-30(40)22-16-24-23-11-7-12-25-29(23)21(18-36(25)2)17-26(24)37(3)19-22/h4-7,9-12,16,18,22,26-28,43H,8,13-15,17,19H2,1-3H3,(H,35,40)/t22-,26-,27+,28+,33-,34+/m1/s1

HIDE SMILES / InChI

Molecular Formula C34H37N5O5
Molecular Weight 595.6881
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Metergotamine (MY-25 or 1-methyl-ergotamine-bitartrate) is a derivative of ergotamine and belongs to peptide alkaloids. It exerts a dampening effect on vessels, in that relaxation is brought about in contracted vessels, whereas contraction is brought in dilated vessels. Metergotamine was being studied in migraine prophylaxis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Preparedness of Dammam primary health care centers to deal with emergency cases.
2017-09-22
Comparative pharmacokinetic investigations with tritium-labeled ergot alkaloids after oral and intravenous administration man.
1977-03
Clinical trial of MY-25 (1-methyl-ergotamine-bitartrate) in migraine prophylaxis.
1971-10
[MY 25, a peroral prophylactic for migraine].
1971-06-25
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:32:40 GMT 2025
Edited
by admin
on Mon Mar 31 19:32:40 GMT 2025
Record UNII
V7O172Q572
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METERGOTAMINE
INN   WHO-DD  
INN  
Official Name English
MY-25 FREE BASE
Preferred Name English
Metergotamine [WHO-DD]
Common Name English
metergotamine [INN]
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-1,2'-DIMETHYL-5'-(PHENYLMETHYL)-,(5'.ALPHA.)-
Common Name English
METHYLERGOTAMINE
Common Name English
1-METHYLERGOTAMINE
Common Name English
Code System Code Type Description
INN
3356
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID80176873
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
SMS_ID
100000081222
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
NCI_THESAURUS
C170167
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
PUBCHEM
65703
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
ChEMBL
CHEMBL2106428
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
FDA UNII
V7O172Q572
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
MESH
C018509
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
EVMPD
SUB08825MIG
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
CAS
22336-84-1
Created by admin on Mon Mar 31 19:32:40 GMT 2025 , Edited by admin on Mon Mar 31 19:32:40 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY