Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C28H39N7O9 |
| Molecular Weight | 617.6508 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H](NC(=O)CNC(=O)[C@H]1C[C@H](O)CN1C(=O)[C@H]2CCCN2C(=O)[C@@H](CC3=CC=C(O)C=C3)NC(C)=O)C(=O)NCC(N)=O
InChI
InChIKey=GFJRASPBQLDRRY-TWTQBQJDSA-N
InChI=1S/C28H39N7O9/c1-15(25(41)30-12-23(29)39)32-24(40)13-31-26(42)22-11-19(38)14-35(22)28(44)21-4-3-9-34(21)27(43)20(33-16(2)36)10-17-5-7-18(37)8-6-17/h5-8,15,19-22,37-38H,3-4,9-14H2,1-2H3,(H2,29,39)(H,30,41)(H,31,42)(H,32,40)(H,33,36)/t15-,19+,20-,21-,22-/m1/s1
| Molecular Formula | C28H39N7O9 |
| Molecular Weight | 617.6508 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Rotigaptide (previously known as ZP123) originally was developed by Zealand Pharma as a stable antiarrhythmic peptide analog, which maintains gap junction intercellular communication. Then this drug was licensed to Wyeth Pharmaceuticals where it studied in phase II clinical trials in patients with coronary artery disease and with atrial fibrillation. However, these researches have been discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The antiarrhythmic peptide analog rotigaptide (ZP123) stimulates gap junction intercellular communication in human osteoblasts and prevents decrease in femoral trabecular bone strength in ovariectomized rats. | 2005-11 |
|
| ZP123 increases gap junctional conductance and prevents reentrant ventricular tachycardia during myocardial ischemia in open chest dogs. | 2003-05 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 06:59:40 GMT 2025
by
admin
on
Wed Apr 02 06:59:40 GMT 2025
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| Record UNII |
GFA1W6KO7N
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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| Name | Type | Language | ||
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Code | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C47793
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admin on Wed Apr 02 06:59:40 GMT 2025 , Edited by admin on Wed Apr 02 06:59:40 GMT 2025
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| Code System | Code | Type | Description | ||
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C152260
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DB13067
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ROTIGAPTIDE
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RR-54
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9938933
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C477643
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CHEMBL450656
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355151-12-1
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DTXSID80189024
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GFA1W6KO7N
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300000025274
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8717
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> ACTIVATOR |
Rotigaptide has been shown to activate various protein kinase C (PKC) isoforms to cause the phosphorylation of Cx43, Rotigaptide (RG, ZP123) prevents of dephosphorylation and thereby uncoupling of 24 Connexin-43 (Cx43), possibly via action on unidentified protein phosphatases.
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
