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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H49N5O8
Molecular Weight 571.7067
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TABILAUTIDE

SMILES

CCCCCCCCCCCC(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCC[C@H](N)C(N)=O)C(O)=O)C(O)=O

InChI

InChIKey=TUNXCNXMSJZNPO-XSDIEEQYSA-N
InChI=1S/C27H49N5O8/c1-3-4-5-6-7-8-9-10-11-15-22(33)30-18(2)25(36)32-21(27(39)40)16-17-23(34)31-20(26(37)38)14-12-13-19(28)24(29)35/h18-21H,3-17,28H2,1-2H3,(H2,29,35)(H,30,33)(H,31,34)(H,32,36)(H,37,38)(H,39,40)/t18-,19-,20-,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H49N5O8
Molecular Weight 571.7067
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Tabilautide (also known as RP 56142) is a tripeptide derivative patented by Rhone-Poulenc Industries S. A. as an immune adjuvant. In preclinical studies, Tabilautide displays potent protective activities against bacterial infections such as K. pneumoniae, L. monocytogenes or S. Typhimurium. Besides that Tabilautide shows antimetastatic activity and induces macrophage activation and enhanced cytotoxicity of natural killer cells in spleen, blood, and liver. These activities correlate with prophylactic and therapeutic effects of Tabilautide on artificial liver metastases of histiocytosarcoma.

Originator

Approval Year

PubMed

Patents

Substance Class Chemical
Record UNII
EZ61NB05TG
Record Status Validated (UNII)
Record Version