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

Details

Stereochemistry ABSOLUTE
Molecular Formula C45H55N9O6.2ClH
Molecular Weight 890.897
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRALMORELIN DIHYDROCHLORIDE

SMILES

Cl.Cl.C[C@@H](N)C(=O)N[C@H](CC1=CC2=CC=CC=C2C=C1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC3=CNC4=C3C=CC=C4)C(=O)N[C@H](CC5=CC=CC=C5)C(=O)N[C@@H](CCCCN)C(N)=O

InChI

InChIKey=ILOHMCCDCAUTQF-JESKXYQHSA-N
InChI=1S/C45H55N9O6.2ClH/c1-27(47)41(56)52-38(24-30-19-20-31-14-6-7-15-32(31)22-30)43(58)50-28(2)42(57)53-39(25-33-26-49-35-17-9-8-16-34(33)35)45(60)54-37(23-29-12-4-3-5-13-29)44(59)51-36(40(48)55)18-10-11-21-46;;/h3-9,12-17,19-20,22,26-28,36-39,49H,10-11,18,21,23-25,46-47H2,1-2H3,(H2,48,55)(H,50,58)(H,51,59)(H,52,56)(H,53,57)(H,54,60);2*1H/t27-,28+,36+,37-,38-,39+;;/m1../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C45H55N9O6
Molecular Weight 817.9749
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Pralmorelin [GPA 748, GHRP 2, growth hormone-releasing peptide 2, KP-102 D, KP 102 LN] is an orally active, synthetic growth hormone-releasing peptide from a series of compounds that were developed by Polygen in Germany and Tulane University in the US. The use of pralmorelin as a diagnostic agent for GH deficiency is based on its ability to markedly increase plasma levels of GH in healthy subjects irrespectively of gender, obesity or age. However, in patients with GH deficiency, the effect of pralmorelin on GH levels is significantly lower compared with healthy controls. Pralmorelin is marketed under the brand name GHRP in Japan. It is used as a diagnostic agent in a single-dose formulation for the assessment of growth hormone deficiency (GHD). Pralmorelin (GHRP-2) acts to endogenously increase growth hormone release from the pituitary. With the increase of serum growth hormone, downstream effects occur. A notable hormone that is commonly used as a surrogate for growth hormone therapy, insulin like growth factor 1 (IGF-1), is known to increase with the infusion of GHRP-2. Administration of GHRP-2 results in amplification of the naturally occurring growth hormone secretion peaks, regulated by the hypothalamus and pituitary. After the release of growth hormone, a cascade of signaling events occurs in many body tissues, continuous exposure to growth hormone elicits long-term physiological changes. Of particular interest, especially in the case of the use of GHRP-2 as an alternative growth hormone therapy, hepatic production of IGF-1 occurs as result of endogenously released growth hormone from GHRP-2. GHRP-2 acts on the growth hormone secretagogue receptor (GHSR1a) in pituitary and hypothalamic tissues. The growth hormone secretagogue receptor (GHSR) is the natural receptor for the endogenous hormone Ghrelin, a stress hormone produced mainly by the lining of the stomach. This receptor among many other functions, controls and growth hormone release.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.3 null [pKi]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
GHRP Kaken 100

Approved Use

Assessment of growth hormone deficiency (GHD)
PubMed

PubMed

TitleDatePubMed
Molecular analysis of rat pituitary and hypothalamic growth hormone secretagogue receptors.
1997 Apr
Patents

Sample Use Guides

After overnight fasting, a 100 ug dose of GHRP-2 was administered intravenously.
Route of Administration: Intravenous
In cultured primary rat anterior pituitary cells, Pralmorelin (KP-102) (1 × 10(−11) − 1 × 10(−8) mol/l) dose-dependently increased the concentration of GH in the medium.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:53 GMT 2023
Edited
by admin
on Fri Dec 15 15:38:53 GMT 2023
Record UNII
R4AVR27MM8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRALMORELIN DIHYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
PRALMORELIN HYDROCHLORIDE [JAN]
Common Name English
L-LYSINAMIDE, D-ALANYL-3-(2-NAPHTHALENYL)-D-ALANYL-L-ALANYL-L-TRYPTOPHYL-D-PHENYLALANYL-, HYDROCHLORIDE (1:2)
Systematic Name English
PRALMORELIN DIHYDROCHLORIDE [MART.]
Common Name English
WAY-GPA-748
Code English
D-ALANYL-3-(2-NAPHTHYL)-D-ALANYL-L-ALANYL-L-TRYPTOPHYL-D-PHENYLALANYL-L-LYSINAMIDE DIHYDROCHLORIDE
Common Name English
PRALMORELIN DIHYDROCHLORIDE [USAN]
Common Name English
Pralmorelin dihydrochloride [WHO-DD]
Common Name English
PRALMORELIN DIHYDROCHLORIDE [MI]
Common Name English
PRALMORELIN HYDROCHLORIDE
JAN  
Common Name English
GHRP
Brand Name English
L-LYSINAMIDE, D-ALANYL-3-(2-NAPHTHALENYL)-D-ALANYL-L-ALANYL-L-TRYPTOPHYL-D-PHENYLALANYL-, DIHYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C76358
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
FDA ORPHAN DRUG 372912
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
Code System Code Type Description
MERCK INDEX
m9094
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY Merck Index
USAN
HH-28
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
CAS
158827-34-0
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
ChEMBL
CHEMBL106593
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
NCI_THESAURUS
C74356
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
PUBCHEM
9940988
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
FDA UNII
R4AVR27MM8
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY
RXCUI
1492038
Created by admin on Fri Dec 15 15:38:53 GMT 2023 , Edited by admin on Fri Dec 15 15:38:53 GMT 2023
PRIMARY RxNorm
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY