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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H18O7
Molecular Weight 274.2671
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIPROGULIC ACID

SMILES

CC1(C)O[C@H]2[C@@H]3OC(C)(C)OC[C@@H]3O[C@]2(O1)C(O)=O

InChI

InChIKey=FWCBATIDXGJRMF-FLNNQWSLSA-N
InChI=1S/C12H18O7/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)/t6-,7+,8-,12+/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H18O7
Molecular Weight 274.2671
Charge 0
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
Multistage disruption of protoplasts by dikegulac.
1980-01
Cell suspensions for kinetic studies of inhibitor action : The rapid initial action of dikegulac on membrane properties in situ.
1979-01
Differential inhibition by dikegulac of dividing and stationary cells in in vitro cultures.
1978-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:26:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:26:05 GMT 2025
Record UNII
3981541LXD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIKEGULAC
ISO   MI  
Preferred Name English
DIPROGULIC ACID
INN  
INN  
Official Name English
DIKEGULAC [MI]
Common Name English
DIKEGULAC [ISO]
Common Name English
diprogulic acid [INN]
Common Name English
2,3:4,6-DI-O-ISOPROPYLIDENE-.ALPHA.-L-XYLO-HEXULOFURANOSONIC ACID
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 109601
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
NCI_THESAURUS C541
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
Code System Code Type Description
CAS
18467-77-1
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
FDA UNII
3981541LXD
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
WIKIPEDIA
Diprogulic acid
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
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EPA CompTox
DTXSID0047454
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
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MERCK INDEX
m4490
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY Merck Index
PUBCHEM
65420
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
EVMPD
SUB07223MIG
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
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INN
3946
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
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ECHA (EC/EINECS)
242-348-8
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
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SMS_ID
100000082353
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110720
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
ALANWOOD
dikegulac
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
NCI_THESAURUS
C65432
Created by admin on Mon Mar 31 18:26:05 GMT 2025 , Edited by admin on Mon Mar 31 18:26:05 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY