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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H27N3O6
Molecular Weight 381.4235
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TYROSERLEUTIDE

SMILES

CC(C)C[C@H](NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC1=CC=C(O)C=C1)C(O)=O

InChI

InChIKey=MQGGXGKQSVEQHR-KKUMJFAQSA-N
InChI=1S/C18H27N3O6/c1-10(2)7-14(18(26)27)20-17(25)15(9-22)21-16(24)13(19)8-11-3-5-12(23)6-4-11/h3-6,10,13-15,22-23H,7-9,19H2,1-2H3,(H,20,25)(H,21,24)(H,26,27)/t13-,14-,15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H27N3O6
Molecular Weight 381.4235
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Tyroserleutide (YSL) is a tripeptide treatment being developed by Shenzhen Kangzhe Pharmaceutical Co Ltd, a subsidary of China Medical System Holdings (CMS), for the treatment of liver cancer. It is initially separated and purified from the hydrolyzates of pig’s spleen, but now can be obtained by chemical synthesis, its chemical name is L-tyrosine-L-serine-L-leucine. Tyroserleutide is an active, low-molecular-weight polypeptide, comprised of three amino acids, that has shown antitumor effects on human hepatocarcinoma BEL-7402 in vitro and in vivo. Tyroserleutide has various advantages over the other bioactive peptides such as its low molecular weight, simple construction, nonimmunogenicity, specificity, few side effects, and ease of synthesis. Tyroserleutide is in Phase-III clinical trials for the treatment of liver cancer.

Approval Year

PubMed

PubMed

TitleDatePubMed
The effect of tripeptide tyroserleutide (YSL) on animal models of hepatocarcinoma.
2006 Jun
Effects of Tyroserleutide on phosphatidylinositol 3'-kinase/AKT pathway in human hepatocellular carcinoma cell.
2014 Feb
Therapeutic effects of tyroserleutide on lung metastasis of human hepatocellular carcinoma SK-HEP-1 and its mechanism affecting ICAM-1 and MMP-2 and -9.
2018

Sample Use Guides

Hepatocellular carcinoma: continuous administration of Tyroserleutide (YSL) by a portable infusion pump; forty patients (12 in stage 1, 28 in stage 2, total 10 treated in each dose cohort) were treated with Tyroserleutide 6, 12, 18, or 24 mg/day lasting for 5 days.
Route of Administration: Intravenous
When B16-F10 cells were treated with Tyroserleutide (0.01, 0.1, 1, 10, or 100 ug/mL) in vitro, it inhibited the proliferation of B16-F10 cells with a 28.11% rate of inhibition.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:43:37 GMT 2023
Edited
by admin
on Sat Dec 16 06:43:37 GMT 2023
Record UNII
L9TIM50J8N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TYROSERLEUTIDE
WHO-DD  
Common Name English
Tyroserleutide [WHO-DD]
Common Name English
L-LEUCINE, L-TYROSYL-L-SERYL-
Systematic Name English
CMS-024
Code English
L-TYROSINE-L-SERINE-L-LEUCINE
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 190604
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
NCI_THESAURUS C274
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
Code System Code Type Description
FDA UNII
L9TIM50J8N
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
PRIMARY
CAS
138168-48-6
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
PRIMARY
PUBCHEM
10045387
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
PRIMARY
NCI_THESAURUS
C77856
Created by admin on Sat Dec 16 06:43:37 GMT 2023 , Edited by admin on Sat Dec 16 06:43:37 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY