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

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

[H][C@]12COC(C)(C)O[C@@]1([H])[C@]3([H])OC(C)(C)O[C@@]3(O2)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
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
DIPROGULIC ACID
INN  
INN  
Official Name English
DIKEGULAC [MI]
Common Name English
DIKEGULAC
ISO   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 Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
NCI_THESAURUS C541
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
Code System Code Type Description
CAS
18467-77-1
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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FDA UNII
3981541LXD
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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WIKIPEDIA
Diprogulic acid
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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EPA CompTox
DTXSID0047454
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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MERCK INDEX
m4490
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
PRIMARY Merck Index
PUBCHEM
65420
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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EVMPD
SUB07223MIG
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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INN
3946
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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ECHA (EC/EINECS)
242-348-8
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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SMS_ID
100000082353
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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ChEMBL
CHEMBL2110720
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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ALANWOOD
dikegulac
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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NCI_THESAURUS
C65432
Created by admin on Fri Dec 15 16:21:45 GMT 2023 , Edited by admin on Fri Dec 15 16:21:45 GMT 2023
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