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 |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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.
Originator
Approval Year
Conditions
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PubMed
Patents
Sample Use Guides
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