基本情報
- CAS
498-59-9- 標準SMILES
N[C@@H](CSCSC[C@H](N)C(=O)O)C(=O)O- InChIKey
JMQMNWIBUCGUDO-WHFBIAKZSA-N- 分子式
- C7H14N2O4S2
- 平均分子量
- 254.3 g/mol
- 単同位体質量
- 254.03949928
概要
L-djenkolic acid is a dithioacetal consisting of two molecules of L-cysteine joined via their sulfanyl groups to methylene. It has a role as a toxin and a plant metabolite. It is a dithioacetal, a non-proteinogenic L-alpha-amino acid and a L-cysteine derivative.
名称と識別子
- 優先名称
- Djenkolic acid
- IUPAC
- (2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]sulfanylmethylsulfanyl]propanoic acid
- 現地名
- ジエンコル酸
- 英語名
- Djenkolic acid
- 分子式
- C7H14N2O4S2
- 分子量
- 254.33
名称と別名
Djenkolic acid498-59-9L-Djenkolic acidbeta,beta'-MethylenedithiodialanineL-Cysteine thioacetal of formaldehyde3,3'-(Methylenedithio)dialanines,s'-methylenebis-l-cysteine3QHC9R0YFZ3,3'-Methylenedithiobis(2-aminopropanoic acid)CHEBI:6211DTXSID80198075NSC-76076
名称をさらに表示
ジエンコル酸S,S'-メチレンジ-L-システインDL-ジエンコル酸ジエンコール酸L-ジェンコル酸ジェンコール酸L-ジェンコール酸ドジェンコル酸S,S′-メチレンビス(L-システイン)(2R)-2-アミノ-3-[({[(2R)-2-アミノ-2-カルボキシエチル]スルファニル}メチル)スルファニル]プロパン酸Djenkolicjenkolic acidjengkolic acidDJENKOLIC ACID, L-Djenkolic Acid >S,S'-MethylenebiscysteineL-S,S'-METHYLENEDICYSTEINE
2-amino-3-((((2-amino-2-carboxyethyl)sulfanyl)methyl)sulfanyl)propanoic acidRefChem:920540DTXCID10120566207-863-4DjenkolateL-DjenkolateS,S'-Methylenedi-L-cysteineS,S'-Methylenebis[L-cysteine]
物性
構造計算による物性
- XLogP
- -5.6
- 極性表面積
- 177 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 8
- 回転可能結合数
- 8
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 205
物理化学的性質
- 融点
- 325 °C · 325°C (rough estimate)
- 沸点
- 515.4 · 515.4±50.0 °C(Predicted)
- 比旋光度
- 20.5 · D20.5 -65.0° (1.0N HCl); D25 -47.5° (c = 2 in 1.0N HCl)
- 比重(密度)
- 1.4799 · 1.4799 (rough estimate)
- 屈折率
- -65 ° · -65 ° (C=1, 1mol/L HCl)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 0.1 · DMSO:0.1(Max Conc. mg/mL);0.39(Max Conc. mM)Water:25.0(Max Conc. mg/mL);98.3(Max Conc. mM)
- 外見
- Solid
- 酸解離定数(Pka)
- 1 · pK1:2.200(＋1);pK2:8.16(0) (25°C)
- 色
- White to off-white
- 水溶解度
- 5 g/L · 5g/L(100℃)
- Merck
- 14 · 14,3387
- CAS データベース
- 498 · 498-59-9(CAS DataBase Reference)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
TreatmentTreatment for djenkolic acid poisoning requires hydration to increase urine flow and alkalinization of urine by sodium bicarbonate. (L1236)
Health EffectsDjenkolic acid is nephrotoxic to humans. (L1236)
Exposure RoutesOral (ingestion) (L1817) ; dermal (L1817)
Toxicity Summary
The toxicity of djenkolic acid in humans arises from its poor solubility under acidic conditions after consumption of the jenkol bean. The amino acid precipitates into crystals which cause mechanical irritation of the renal tubules and urinary tract. (L1236)
Signs and Symptoms
Symptoms of djenkolic acid poisoning include abdominal discomfort, loin pains, severe colic, nausea, vomiting, dysuria, gross hematuria, and oliguria. Urolithiasis can also happen, with djenkolic acid as the nucleus. In young children it has also been reported to produce painful swelling of the genitalia. (L1236)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- hs_code
- 2930909899
化学と産業
用途と製造
UsesDjenkolic acid is a plant toxin found in the beans of the South-East Asian legumes jengkol (Archidendron jiringa). (L1236)
調製方法
純化方法Crystallise djenkolic acid from a large volume of water (solubility is 0.5g%). [du Vigneaud & Patterson J Biol Chem 114 533 1936, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2682, 2687 1961, Beilstein 4 III 1591.] The N,N’-dibenzoyl derivative crystallises with 1H2O from aqueous EtOH with m 87.5-89o [Beilstein 9 III 1171.]
上流・下流製品情報
上流原料
サプライヤー37 社
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
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南通萧畅医药贸易有限公司0513-82104991 15716298942 · [email protected]
上海迈瑞尔生化科技有限公司
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