IPAMORELIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C38H49N9O5
Molecular Weight	711.853
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(N)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC2=CC3=CC=CC=C3C=C2)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)N[C@@H](CCCCN)C(N)=O

InChI

InChIKey=NEHWBYHLYZGBNO-BVEPWEIPSA-N

InChI=1S/C38H49N9O5/c1-38(2,41)37(52)47-32(21-28-22-42-23-43-28)36(51)46-31(20-25-15-16-26-12-6-7-13-27(26)18-25)35(50)45-30(19-24-10-4-3-5-11-24)34(49)44-29(33(40)48)14-8-9-17-39/h3-7,10-13,15-16,18,22-23,29-32H,8-9,14,17,19-21,39,41H2,1-2H3,(H2,40,48)(H,42,43)(H,44,49)(H,45,50)(H,46,51)(H,47,52)/t29-,30+,31+,32-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C38H49N9O5
Molecular Weight	711.853
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10496658 | https://www.ncbi.nlm.nih.gov/pubmed/10373343 | https://www.ncbi.nlm.nih.gov/pubmed/25331030 | https://www.ncbi.nlm.nih.gov/pubmed/19289567

Ipamorelin is a new and potent synthetic pentapeptide which has distinct and specific growth hormone (GH)-releasing properties. Ipamorelin mimics ghrelin and binds to the ghrelin receptor (or GH secretagogue receptor, GHSR) in the brain, thereby selectively stimulating the release of GH from the pituitary gland. This results in increased plasma GH levels, which would affect many biological processes. Besides its presence in the brain, GHSR can also be found in the gastrointestinal tract, heart, lung, liver, kidney, pancreas, adipose tissue and immune cells. Unlike other GH releasing peptides, ipamorelin only stimulates GH release in a manner very similar to that of growth hormone releasing hormone.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetic-pharmacodynamic modeling of ipamorelin, a growth hormone releasing peptide, in human volunteers.	1999 Sep	10496658

Patents

Sample Use Guides

In Vivo Use Guide

Ipamorelin 0.06 mg/kg, TID (3 investigational drug infusions)

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:37:16 UTC 2023` Edited by `admin` on `Fri Dec 15 16:37:16 UTC 2023`
Record UNII	Y9M3S784Z6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IPAMORELIN

Official Name

English

NNC 26-0161

Code

English

2-METHYLALANYL-L-HISTIDYL-3-(2-NAPHTHYL)-D-ALANYL-D-PHENYLALANYL-L-LYSINAMIDE

Common Name

English

ipamorelin [INN]

Common Name

English

NNC-260161

Code

English

Ipamorelin [WHO-DD]

Common Name

English

AIB-HIS-D-2-NAL-D-PHE-LYS-NH2

Common Name

English

NNC-26-0161

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C76358