U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C12H17O7.Na
Molecular Weight 296.2489
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIKEGULAC-SODIUM

SMILES

[Na+].CC1(C)O[C@H]2[C@@H]3OC(C)(C)OC[C@@H]3O[C@]2(O1)C([O-])=O

InChI

InChIKey=DEWVPZYHFVYXMZ-QCILGFJPSA-M
InChI=1S/C12H18O7.Na/c1-10(2)15-5-6-7(17-10)8-12(16-6,9(13)14)19-11(3,4)18-8;/h6-8H,5H2,1-4H3,(H,13,14);/q;+1/p-1/t6-,7+,8-,12+;/m0./s1

HIDE SMILES / InChI
Diprogulic acid (Dikegulac) is used as a precursor in vitamin C synthesis. It is plant growth regulator for hedges. Dikegulac is used to differentially kill terminal apices, and it analogously inhibits basic metabolic functions in dividing cells, but not stationary cells, in suspension culture. At the lowest concentrations, dikegulac partially suppresses division of the isolated tobacco protoplasts. Higher concentrations are required to produce visual cytoplasmic damage to the protoplasts, which probably first occurs at the level of the plasmalemma, as the vacuoles can be released intact. Later, tonoplast disruption occurs. It does not inhibit mature leaves.

Approval Year

PubMed

PubMed

TitleDatePubMed
Differential inhibition by dikegulac of dividing and stationary cells in in vitro cultures.
1978 Jan
Cell suspensions for kinetic studies of inhibitor action : The rapid initial action of dikegulac on membrane properties in situ.
1979 Jan
Multistage disruption of protoplasts by dikegulac.
1980 Jan
Patents
Name Type Language
DIKEGULAC-SODIUM
ISO  
Common Name English
.ALPHA.-L-XYLO-2-HEXULOFURANOSONIC ACID, 2,3:4,6-BIS-O-(1-METHYLETHYLIDENE)-, SODIUM SALT (1:1)
Systematic Name English
ATRINAL
Brand Name English
SODIUM 2,3:4,6-BIS-O-(1-METHYLETHYLIDINE)-.ALPHA.-L-XYLO-2- HEXULOFURANOSONATE
Common Name English
SODIUM DIPROGULATE
Common Name English
SODIUM DIKEGULAC
Common Name English
.ALPHA.-L-XYLO-2-HEXULOFURANOSONIC ACID, 2,3:4,6-BIS-O-(1-METHYLETHYLIDENE)-, SODIUM SALT
Systematic Name English
CUTLASS
Brand Name English
RO-7-6145
Code English
DIKEGULAC-SODIUM [ISO]
Common Name English
SODIUM 2,3:4,6-DI-O-ISOPROPYLIDENE-.ALPHA.-L-XYLO-2-HEXULOFURANOSONATE
Common Name English
Code System Code Type Description
ALANWOOD
dikegulac-sodium
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
PUBCHEM
23667639
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
ECHA (EC/EINECS)
257-976-8
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
HSDB
8032
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
CAS
52508-35-7
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID2034540
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY
FDA UNII
3M4815901H
Created by admin on Sat Dec 16 08:34:25 GMT 2023 , Edited by admin on Sat Dec 16 08:34:25 GMT 2023
PRIMARY