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Details

Stereochemistry ABSOLUTE
Molecular Formula C45H55N9O6
Molecular Weight 817.9749
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRALMORELIN

SMILES

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=HRNLPPBUBKMZMT-RDRUQFPZSA-N
InChI=1S/C45H55N9O6/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)/t27-,28+,36+,37-,38-,39+/m1/s1

HIDE SMILES / InChI

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 15:34:12 UTC 2023
Edited
by admin
on Fri Dec 15 15:34:12 UTC 2023
Record UNII
E6S6E1F19M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRALMORELIN
INN   WHO-DD  
INN  
Official Name English
GROWTH HORMONE-RELEASING PEPTIDE 2
Common Name English
D-ALANYL-3-(2-NAPHTHYL)-D-ALANYL-L-ALANYL-L-TRYPTOPHYL-D-PHENYLALANYL-L-LYSINAMIDE
Systematic Name English
D-ALA-3-(2-NAPHTHYL)-D-ALA-ALA-TRP-D-PHE-LYS-NH2
Common Name English
pralmorelin [INN]
Common Name English
L-LYSINAMIDE, D-ALANYL-3-(2-NAPHTHALENYL)-D-ALANYL-L-ALANYL-L-TRYPTOPHYL-D-PHENYLALANYL-
Common Name English
Pralmorelin [WHO-DD]
Common Name English
GHRP-2
Common Name English
KP-102
Code English
PRALMORELIN [MI]
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-GHRP-2
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
NCI_THESAURUS C76358
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
Code System Code Type Description
PUBCHEM
6918245
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
EPA CompTox
DTXSID601032404
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
ChEMBL
CHEMBL106593
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
CAS
158861-67-7
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
RXCUI
1492039
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY RxNorm
FDA UNII
E6S6E1F19M
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
IUPHAR
1092
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
NCI_THESAURUS
C80257
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
EVMPD
SUB09989MIG
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
MERCK INDEX
m9094
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
INN
7604
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
DRUG CENTRAL
2232
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INDUCER
growth hormone secretagogue
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY