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Details

Stereochemistry ABSOLUTE
Molecular Formula C48H63N5O9
Molecular Weight 854.0419
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINGLYCINATE

SMILES

[H][C@@]12N3CC[C@@]14C5=CC(=C(OC)C=C5N(C)[C@@]4([H])[C@](O)([C@H](OC(=O)CN(C)C)[C@]2(CC)C=CC3)C(=O)OC)[C@]6(C[C@@]7([H])CN(C[C@](O)(CC)C7)CCC8=C6NC9=C8C=CC=C9)C(=O)OC

InChI

InChIKey=YNSIUGHLISOIRQ-XGNYHKEJSA-N
InChI=1S/C48H63N5O9/c1-9-44(57)24-29-25-47(42(55)60-7,38-31(16-20-52(26-29)28-44)30-14-11-12-15-34(30)49-38)33-22-32-35(23-36(33)59-6)51(5)40-46(32)18-21-53-19-13-17-45(10-2,39(46)53)41(48(40,58)43(56)61-8)62-37(54)27-50(3)4/h11-15,17,22-23,29,39-41,49,57-58H,9-10,16,18-21,24-28H2,1-8H3/t29-,39-,40+,41+,44-,45+,46+,47-,48-/m0/s1

HIDE SMILES / InChI

Molecular Formula C48H63N5O9
Molecular Weight 854.0419
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Vinglycinate is a derivative of anticancer drug vinblastine. Vinglycinate was first synthesized in the 1960s and was demonstrated to be a safer alternative to other vinca alkaloids while maintaining comparable activity for the treatment of leukemia in vivo. In clinical trials, administration of vinglycinate resulted in a beneficial response in Hodgkin's disease, lymphosarcoma, bronchogenic carcinoma, and chondrosarcoma. However, to achieve response rates similar to vinblastine, 10-fold higher dose was required, thus making treatment economically unfeasible.

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:38:00 GMT 2023
Edited
by admin
on Sat Dec 16 17:38:00 GMT 2023
Record UNII
U98D43R3NC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINGLYCINATE
INN  
INN  
Official Name English
vinglycinate [INN]
Common Name English
VINCALEUKOBLASTINE, O4-DEACETYL-, 4-ESTER WITH N,N-DIMETHYLGLYCINE
Common Name English
VINCALEUKOBLASTINE, 26-(DIMETHYLAMINO)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C932
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
Code System Code Type Description
PUBCHEM
86341918
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
SMS_ID
100000079112
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
INN
2005
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110749
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
CAS
865-24-7
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
EVMPD
SUB00066MIG
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
FDA UNII
U98D43R3NC
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
NCI_THESAURUS
C95240
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID801024700
Created by admin on Sat Dec 16 17:38:00 GMT 2023 , Edited by admin on Sat Dec 16 17:38:00 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY