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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

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H17O7
Molecular Weight 273.2592
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:34:25 GMT 2023
Edited
by admin
on Sat Dec 16 08:34:25 GMT 2023
Record UNII
3M4815901H
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
ACTIVE MOIETY