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Details

Stereochemistry ABSOLUTE
Molecular Formula C48H73N11O10S.3C2H4O2
Molecular Weight 1176.385
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EBIRATIDE TRIACETATE

SMILES

CC(O)=O.CC(O)=O.CC(O)=O.CS(=O)(=O)CC[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@H](CCCCN)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)NCCCCCCCCN

InChI

InChIKey=SQMYCWHGGFDQSL-ZRJVJLHYSA-N
InChI=1S/C48H73N11O10S.3C2H4O2/c1-70(68,69)27-23-36(51)43(62)55-38(21-22-42(60)61)46(65)59-41(30-35-31-52-32-54-35)48(67)58-40(29-34-18-10-7-11-19-34)47(66)56-37(20-12-14-25-50)45(64)57-39(28-33-16-8-6-9-17-33)44(63)53-26-15-5-3-2-4-13-24-49;3*1-2(3)4/h6-11,16-19,31-32,36-41H,2-5,12-15,20-30,49-51H2,1H3,(H,52,54)(H,53,63)(H,55,62)(H,56,66)(H,57,64)(H,58,67)(H,59,65)(H,60,61);3*1H3,(H,3,4)/t36-,37+,38-,39-,40-,41-;;;/m0.../s1

HIDE SMILES / InChI

Molecular Formula C48H73N11O10S
Molecular Weight 996.2289
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
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

Ebiratide (Hoe 427) is a peptide analog of corticotrophin (ACTH 4-9). Ebiratide is endocrinologically inert. Ebiratide is highly lipophilic and has prolonged metabolic stability. Ebiratide exerts neurotrophic properties in vivo. It also was proven to have significant effects on acetylcholine metabolism. It has been investigated in the treatment of Alzheimer's disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
Learning and memory processes of an ACTH4-9 analog (ebiratide; Hoe 427) in mice and rats.
1988-05-01

Sample Use Guides

In an acute trial, three different dosages (60, 300, and 600 micrograms) of the endocrinologically inert but behaviorally active corticotropin 4-9 (ACTH4-9) fragment ebiratide were given to three patients with clinically probable Alzheimer's disease and five patients with a major depressive episode who were psychomotor retarded.
Route of Administration: Intravenous
In Vitro Use Guide
The 5-day treatment with ebiratide (10-100 pmol/ml) partially prevented neuronal degeneration that occurred in the cultures in which cells were sparsely plated. Ebiratide (10 pmol/ ml) increased choline acetyltransferase (ChAT) and acetylcholinesterase (AChE) activities up to 1.5 and 1.2 times the respective control values in the sub-confluent cultures.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:26:58 GMT 2025
Edited
by admin
on Mon Mar 31 18:26:58 GMT 2025
Record UNII
S4QA804W04
Record Status FAILED
Record Version
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Name Type Language
HOE-427
Preferred Name English
EBIRATIDE TRIACETATE
Common Name English
L-PHENYLALANINAMIDE, (2S)-2-AMINO-4-(METHYLSULFONYL)BUTANOYL-L-.ALPHA.-GLUTAMYL-L-HISTIDYL-L-PHENYLALANYL-D-LYSYL-N.ALPHA.-(8-AMINOOCTYL)-, TRIACETATE
Systematic Name English
Code System Code Type Description
CAS
115994-46-2
Created by admin on Mon Mar 31 18:26:58 GMT 2025 , Edited by admin on Mon Mar 31 18:26:58 GMT 2025
PRIMARY
PUBCHEM
6918102
Created by admin on Mon Mar 31 18:26:58 GMT 2025 , Edited by admin on Mon Mar 31 18:26:58 GMT 2025
PRIMARY
FDA UNII
S4QA804W04
Created by admin on Mon Mar 31 18:26:58 GMT 2025 , Edited by admin on Mon Mar 31 18:26:58 GMT 2025
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY