U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C29H40N6O6S.C2H4O2
Molecular Weight 660.781
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METKEPHAMID ACETATE

SMILES

CC(O)=O.CSCC[C@H](N(C)C(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)CC2=CC=C(O)C=C2)C(N)=O

InChI

InChIKey=MCEMSMUXOSFTJG-KBUZRCILSA-N
InChI=1S/C29H40N6O6S.C2H4O2/c1-18(33-28(40)22(30)15-20-9-11-21(36)12-10-20)27(39)32-17-25(37)34-23(16-19-7-5-4-6-8-19)29(41)35(2)24(26(31)38)13-14-42-3;1-2(3)4/h4-12,18,22-24,36H,13-17,30H2,1-3H3,(H2,31,38)(H,32,39)(H,33,40)(H,34,37);1H3,(H,3,4)/t18-,22+,23+,24+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C29H40N6O6S
Molecular Weight 600.73
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

PubMed

PubMed

TitleDatePubMed
Metkephamid, a systemically active analog of methionine enkephalin with potent opioid alpha-receptor activity.
1981 Feb 6
Metkephamid (Tyr-D-ala-Gly-Phe-N(Me)Met-NH2), a potent opioid peptide: receptor binding and analgesic properties.
1982 Sep-Oct

Sample Use Guides

The efficacy, safety, and time course of analgesia with 70 or 140 mg metkephamid were compared with those of 100 mg meperidine and placebo in 59 hospitalized women with severe postpartum episiotomy pain.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:56:57 GMT 2023
Edited
by admin
on Fri Dec 15 18:56:57 GMT 2023
Record UNII
75Y5J06JPC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METKEPHAMID ACETATE
USAN  
USAN  
Official Name English
L-TYROSYL-D-ALANYLGLYCYL-L-PHENYLALANYL-N(SUP 2)-METHYL-L-METHIONINAMIDE MONOACETATE (SALT)
Common Name English
LY-127623
Code English
METKEPHAMID ACETATE [USAN]
Common Name English
LY 127623
Code English
L-METHIONINAMIDE, L-TYROSYL-D-ALANYLGLYCYL-L-PHENYLALANYL-N(SUP 2)-METHYL-, MONOACETATE (SALT)
Common Name English
METKEFAMIDE ACETATE
Common Name English
Code System Code Type Description
PUBCHEM
5464183
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
FDA UNII
75Y5J06JPC
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
CAS
66960-35-8
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID10217162
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
ChEMBL
CHEMBL2220405
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
NCI_THESAURUS
C166994
Created by admin on Fri Dec 15 18:56:57 GMT 2023 , Edited by admin on Fri Dec 15 18:56:57 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY