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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C48H63N5O9.3H2O4S
Molecular Weight 2002.319
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINGLYCINATE SULFATE

SMILES

OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.[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@H]7CN(C[C@](O)(CC)C7)CCC8=C6NC9=C8C=CC=C9)C(=O)OC.[H][C@@]%10%11N%12CC[C@@]%10%13C%14=CC(=C(OC)C=C%14N(C)[C@@]%13([H])[C@](O)([C@H](OC(=O)CN(C)C)[C@]%11(CC)C=CC%12)C(=O)OC)[C@]%15(C[C@H]%16CN(C[C@](O)(CC)C%16)CCC%17=C%15NC%18=C%17C=CC=C%18)C(=O)OC

InChI

InChIKey=DVPVGSLIUJPOCJ-XXRQFBABSA-N
InChI=1S/2C48H63N5O9.3H2O4S/c2*1-9-44(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;3*1-5(2,3)4/h2*11-15,17,22-23,29,39-41,49,57-58H,9-10,16,18-21,24-28H2,1-8H3;3*(H2,1,2,3,4)/t2*29-,39-,40+,41+,44-,45+,46+,47-,48-;;;/m00.../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

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 Fri Dec 15 15:03:00 GMT 2023
Edited
by admin
on Fri Dec 15 15:03:00 GMT 2023
Record UNII
X1J761618A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINGLYCINATE SULFATE
USAN  
USAN  
Official Name English
VINGLYCINATE SULFATE [USAN]
Common Name English
VINCALEUKOBLASTINE, 4-DEACETYL-, 4-ESTER WITH N,N-DIMETHYLGLYCINE, SULFATE (2:3)
Common Name English
VINGLYCINATE SULPHATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C932
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
Code System Code Type Description
PUBCHEM
91617800
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
PRIMARY
CAS
70674-89-4
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
NON-SPECIFIC STOICHIOMETRY
CAS
7281-31-4
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
PRIMARY
FDA UNII
X1J761618A
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110749
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
PRIMARY
NCI_THESAURUS
C95241
Created by admin on Fri Dec 15 15:03:00 GMT 2023 , Edited by admin on Fri Dec 15 15:03:00 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY