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

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C14H24N6O4.2C2H3O2.Cu
Molecular Weight 862.39
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREZATIDE COPPER ACETATE

SMILES

[Cu++].CC([O-])=O.CC([O-])=O.NCCCC[C@H](NC(=O)[C@H](CC1=CNC=N1)NC(=O)CN)C(O)=O.NCCCC[C@H](NC(=O)[C@H](CC2=CNC=N2)NC(=O)CN)C(O)=O

InChI

InChIKey=LUNQZVCDZKODKF-PFVVTREHSA-L
InChI=1S/2C14H24N6O4.2C2H4O2.Cu/c2*15-4-2-1-3-10(14(23)24)20-13(22)11(19-12(21)6-16)5-9-7-17-8-18-9;2*1-2(3)4;/h2*7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24);2*1H3,(H,3,4);/q;;;;+2/p-2/t2*10-,11-;;;/m00.../s1

HIDE SMILES / InChI
Molecular Formula Cu
Molecular Weight 63.546
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C14H23N6O4
Molecular Weight 339.3702
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula C2H3O2
Molecular Weight 59.044
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

2011
587
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Approved
8429
Volu-Firm

Approved Use

Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:52:38 UTC 2023
Edited
by admin
on Fri Dec 15 15:52:38 UTC 2023
Record UNII
A3LEI4P1NB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PREZATIDE COPPER ACETATE
INN   MART.   USAN   WHO-DD  
USAN   INN  
Official Name English
GHK BIS COMPLEX WITH COPPER DIACETATE
MI  
Common Name English
BIS(TRIPEPTIDE-1) COPPER ACETATE [INCI]
Common Name English
IAMIN
Brand Name English
GHK BIS COMPLEX WITH COPPER DIACETATE [MI]
Common Name English
PREZATIDE COPPER ACETATE [MART.]
Common Name English
PC1020 ACETATE
Code English
PREZATIDE COPPER ACETATE [USAN]
Common Name English
CUPRATE (1-), (N(SUP 2)-(N-GLYCYL-L-HISTIDYL)-L-LYSINATO)(N(SUP 2)-(N-GLYCYL-L-HISTIDYL)-L-LYSINATO(2-))-, HYDROGEN, DIACETATE
Systematic Name English
BIS(TRIPEPTIDE-1) COPPER ACETATE
INCI  
INCI  
Official Name English
PC-1020
Code English
CUPRATE(1-), (GLYCYL-L-HISTIDYL-.KAPPA.N1-L-LYSINATO)(GLYCYL-.KAPPA.N-L-HISTIDYL-.KAPPA.N,.KAPPA.N3-L-LYSINATO(2-))-, HYDROGEN, ACETATE (1:1:2)
Systematic Name English
PC-1020 ACETATE
Code English
prezatide copper acetate [INN]
Common Name English
Prezatide copper acetate [WHO-DD]
Common Name English
TRIPEPTIDE-1 COPPER ACETATE
Common Name English
Code System Code Type Description
SMS_ID
100000081611
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
DRUG BANK
DBSALT002420
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
USAN
CC-72
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
MERCK INDEX
m5722
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY Merck Index
RXCUI
1314596
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY RxNorm
DAILYMED
A3LEI4P1NB
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
CAS
130120-57-9
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
INN
6955
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
EVMPD
SUB10033MIG
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
FDA UNII
A3LEI4P1NB
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID00156359
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
NCI_THESAURUS
C171726
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
PUBCHEM
9876021
Created by admin on Fri Dec 15 15:52:39 UTC 2023 , Edited by admin on Fri Dec 15 15:52:39 UTC 2023
PRIMARY
Related Record Type Details
Structure of CUPRIC CATION
PARENT -> SALT/SOLVATE
Structure of PREZATIDE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PREZATIDE
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966