Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C7H14N2O4S2 |
Molecular Weight | 254.327 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CSCSC[C@H](N)C(O)=O)C(O)=O
InChI
InChIKey=JMQMNWIBUCGUDO-WHFBIAKZSA-N
InChI=1S/C7H14N2O4S2/c8-4(6(10)11)1-14-3-15-2-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
Molecular Formula | C7H14N2O4S2 |
Molecular Weight | 254.327 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/25722145Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24790471 | https://www.ncbi.nlm.nih.gov/pubmed/15262924
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25722145
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24790471 | https://www.ncbi.nlm.nih.gov/pubmed/15262924
Djenkolic acid (or sometimes jengkolic acid) is a sulfur-containing toxin and non-protein amino acid naturally found in Djenkol beans of the South-East Asian legumes jengkol (Archidendron jiringa). Djenkolic acid is toxic to humans, often causing kidney failure. The toxicity of djenkolic acid in humans arises from its poor solubility under acidic conditions after consumption of the Djenkol bean. The amino acid precipitates into crystals which cause mechanical irritation of the renal tubules and urinary tract, resulting in symptoms such as abdominal discomfort, loin pains, severe colic, nausea, vomiting, dysuria, gross hematuria, and oliguria, occurring 2 to 6 hours after the beans were ingested. Treatment for this toxicity requires hydration to increase urine flow and alkalinization of urine by sodium bicarbonate. Furthermore, this poisoning can be prevented when consuming Djenkol beans by boiling them beforehand, since djenkolic acid is removed from the beans.
Approval Year
PubMed
Title | Date | PubMed |
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Design and synthesis of dimeric HIV-1 integrase inhibitory peptides. | 2003 Oct 6 |
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Zapoteca formosa: sulfur chemistry and phytotoxicity. | 2004 Feb |
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Copper-mediated LDL oxidation by homocysteine and related compounds depends largely on copper ligation. | 2004 Jan 20 |
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Arabidopsis mutants in the C-S lyase of glucosinolate biosynthesis establish a critical role for indole-3-acetaldoxime in auxin homeostasis. | 2004 Mar |
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The effects of seed quality and pipecolic and djenkolic acids on bruchid beetle infestation in water deficit-stressed Acacia trees. | 2004 Nov |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24790471
10–20 beans contained 0.3-1.3 gm% djenkolic acid
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15262924
B. subtilis was grown in SP medium or in minimal medium (6 mM K2HPO4, 4.4 mM KH2PO4, 0.3 mM trisodium citrate, 4 mM MgCl2, 250 mkM CaCl2, 10 mkM) MnCl2, 0.5% glucose, 50 mg of L-tryptophan liter_1, 11 mg of ferric ammonium citrate liter^-1, 0.1% L-glutamine) supplemented with one of the following sulfur sources: 1 mM K2SO4, 1 mM L-methionine, 1 mM DL-homocysteine, 20 mkM to 1 mM L-cystine, 0.1 to 1 mM DL-cystathionine, 0.1 to 1 mM L-djenkolic acid, or 0.1 to 1 mM S-methylcysteine. In this minimal medium, residual growth in the absence of any added sulfur source was observed. To avoid this problem, an exhausted minimal medium was obtained by growing B. subtilis 168 in a sulfurfree minimal medium and then centrifuging the culture and filtering the supernatant
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:43:09 UTC 2023
by
admin
on
Fri Dec 15 19:43:09 UTC 2023
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Record UNII |
3QHC9R0YFZ
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Record Status |
Validated (UNII)
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Record Version |
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DJENKOLIC ACID
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6211
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498-59-9
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68134
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3QHC9R0YFZ
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DTXSID80198075
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C004851
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m4701
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207-863-4
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76076
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |