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

Details

Stereochemistry ABSOLUTE
Molecular Formula C14H24N6O4
Molecular Weight 340.3782
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREZATIDE

SMILES

NCCCC[C@H](NC(=O)[C@H](CC1=CNC=N1)NC(=O)CN)C(O)=O

InChI

InChIKey=MVORZMQFXBLMHM-QWRGUYRKSA-N
InChI=1S/C14H24N6O4/c15-4-2-1-3-10(14(23)24)20-13(22)11(19-12(21)6-16)5-9-7-17-8-18-9/h7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24)/t10-,11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C14H24N6O4
Molecular Weight 340.3782
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Prezatide is a tripeptide molecule consisiting of lysine, glycine and histidine, also known as GHK (glycyl-L-histidyl-L-lysine), that forms a complex with copper ions. Prezatide is used in cosmetic products (skin and hair) and is known help wound healing. Prezatide increases the synthesis and deposition of type I collagen and glycosaminoglycan. It is thought to play a role in the modulation of tissue remodeling by increases the expression of matrix metalloproteinase-2, as well as tissue inhibitor of matrix metalloproteinases-1 and -2. Prezatide has antioxidant activity due to its ability to supply copper for superoxide dismutase and anti-inflammatory ability due to the blockage the of iron (Fe2+) release during injury.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Volu-Firm

Approved Use

Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:46:33 GMT 2023
Edited
by admin
on Fri Dec 15 16:46:33 GMT 2023
Record UNII
39TG2H631E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PREZATIDE
Common Name English
GLYCYLHISTIDYLLYSINE
Systematic Name English
TRIPEPTIDE-1
INCI  
INCI  
Official Name English
NSC-379527
Code English
GLYCYL-L-HISTIDYL-L-LYSINE
Systematic Name English
PC-1020 FREE BASE
Code English
KOLLAREN
Brand Name English
GHK [MI]
Common Name English
GROWTH-MODULATING PEPTIDE (HUMAN)
Common Name English
ORISTAR GHK
Brand Name English
GLY-HIS-LYS-OH
Common Name English
C.P.P.
Brand Name English
TRIPEPTIDE-1 [INCI]
Common Name English
LIVER CELL GROWTH FACTOR
Common Name English
L-LYSINE, GLYCYL-L-HISTIDYL-
Systematic Name English
Code System Code Type Description
CAS
49557-75-7
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
MERCK INDEX
m5722
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY Merck Index
NSC
379527
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
DRUG BANK
DB11296
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
DAILYMED
39TG2H631E
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID30197831
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
FDA UNII
39TG2H631E
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
WIKIPEDIA
Copper peptide GHK-Cu
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
CHEBI
75430
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
PUBCHEM
73587
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY
RXCUI
1368533
Created by admin on Fri Dec 15 16:46:33 GMT 2023 , Edited by admin on Fri Dec 15 16:46:33 GMT 2023
PRIMARY RxNorm
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY