Ochratoxin A Ochratoxin
CAS 303-47-9 MFCD00078079
化学结构图
SMILES: C[C@@H]1Cc2c(Cl)cc(C(=O)N[C@@H](Cc3ccccc3)C(=O)O)c(O)c2C(=O)O1
化学属性
| Mol. Formula | C20H18ClNO6 |
|---|---|
| Mol. Weight | 403.81 |
| Density | 1.425 |
| Solubility | Soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM). Insoluble in water., Soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM). Insoluble in water. |
别名和识别编码
| Chemical Name | Ochratoxin A |
|---|---|
| CAS Number | 303-47-9 |
| Synonym | ######## (-)-N-((5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenylalanine N-(((3R)-5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-L-alanine N-[(3R)-(5-氯-8-羟基-3-甲基-1-氧代-7-苯并二氢异吡喃基)羰基]-L-苯丙氨酸 NCI-C56586 Ochratoxin A Phenylalanine - ochratoxin A ochratoxin A 赭曲毒素A 赭曲霉素 A 赭曲霉素 A 溶液 |
| MDL Number | MFCD00078079 |
| Beilstein Registry Number | 1301486 |
| EC Number | 200-835-2 |
| PubChem Substance ID | 442530 |
| Chemical Name Translation | Ochratoxin |
| Wiswesser Line Notation | T66 BVOT&J D1 GG IVMYVQ1R& JQ |
| LabNetwork Molecule ID | LN01302667 |
| InChI | InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1 |
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信息真实价格透明
资金保障
专业采购外包团队在线服务
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分类
- {SNA} Bioactive Small Molecule Alphabetical Index,
- {SNA} Antibiotics A to Z, Antibiotics N-S, Bioactive Small Molecule Alphabetical Index, Intracellular Calcium Regulators, Intracellular Calcium Signaling, Mold, O, Toxins and Venoms, 抗生素, 生化试剂, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
- Antibiotics, Antibiotics A to Z, Antibiotics N-S, Apoptosis and Cell Cycle, Cell Biology, Cell Signaling and Neuroscience, Mitochondrial Proteins, Antibodies, and Transport Inhibitors, Mitochondrial Transport Inhibitors
- {SA} Alphabetic, Analytical Standards, Analytical/Chromatography,
产品应用
- A nephrotoxic mycotoxin inhibitor of phenylalanyl-tRNA synthetases.
相关文献及参考
- Merck: 14,6740
- 2. R. Röschenthaler et al. J. Toxicol.-Toxin Reviews 3 , 53, (1984)
- Belli, N., et al.: Int. J. Food Microb., 96, 19 ( 2004),
- Merck: 14,6740 Beilstein: 18,V,9,56
安全信息
GHS Symbol
- P201 Obtain special instructions before use. 使用前获取专门指示。
- P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P263 Avoid contact during pregnancy/while nursing. 怀孕/哺乳期间避免接触。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
- P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
- P273 Avoid release to the environment. 避免释放到环境中。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
- P284 Wear respiratory protection.? 佩戴呼吸保护装置。
- P301+P310
- P302+P350
- P304+P340
- P305+P351+P338
- P308+P313
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
- P320 Specific treatment is urgent (see … on this label). 紧急具体治疗（见本标签上的）。
- P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
- P330 Rinse mouth. 漱口
- P337+P313
- P403+P233
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H300 Fatal if swallowed 吞食致命
- H302 Harmful if swallowed 吞食有害
- H312 Harmful in contact with skin 皮肤接触有害
- H319 Causes serious eye irritation 严重刺激眼睛
- H330 Fatal if inhaled 吸入致命
- H332 Harmful if inhaled 吸入有害
- H351 Suspected of causing cancer 怀疑致癌
- H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
- H362 May cause harm to breast-fed children 可能对母乳喂养的婴儿造成伤害
- H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
- H413 Maycauselonglastingharmfuleffectstoaquaticlife 可能对水生生物造成长期持续有害影响。
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
- S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后，立即用大量…（由生产厂家指定）冲洗；
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
- S22 Do not breathe dust 不要吸入粉尘；
- S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
- R46 May cause inheritable genetic damage 可能引起遗传基因损害
- R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
- R45 May cause cancer 可能致癌
- R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有剧毒
- R11 Highly flammable 非常易燃
- R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
- R36 Irritating to eyes 刺激眼睛
- R28 Very toxic if swallowed 吞咽极毒
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3504 mg/kg/2Y-C TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors REFERENCE : JJIND8 JNCI, Journal of the National Cancer Institute. (Washington, DC) V.61-79, 1978-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 75,733,1985
TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2 gm/kg/30W-C TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors Kidney, Ureter, Bladder - Kidney tumors REFERENCE : TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 31(Suppl),206,1986
TYPE OF TEST : TD - Toxic
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 36050 ug/kg/2Y-C TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors REFERENCE : NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-358,1989
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2216 mg/kg/44W-C TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Kidney, Ureter, Bladder - Kidney tumors REFERENCE : GANNA2 Gann. Japanese Journal of Cancer Research. (Tokyo, Japan) V.1-75, 1907-84. For publisher information, see JJCREP. V
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - quail DOSE/DURATION : 16500 ug/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - ataxia Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : POSCAL Poultry Science. (Poultry Science Assoc., Inc., 309 W. Clark St., Champaign, IL 61820) V.1- 1921- Volume(issue)/page/year: 55,786,1976
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - duck DOSE/DURATION : 500 ug/kg TOXIC EFFECTS : Liver - fatty liver degeneration REFERENCE : NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 205,1112,1965
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 12750 ug/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Gastrointestinal - ulceration or bleeding from stomach Skin and Appendages - hair REFERENCE : ARCVBP Annales Recherches Veterinaires. (Institut National de la Recherche Agronomique, Service des Publ., Route de Saint-Cyr, 78000 Versailles, France) V.1- 1970- Volume(
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - turkey DOSE/DURATION : 5900 ug/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - ataxia Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : POSCAL Poultry Science. (Poultry S
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE
TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - mouse Cells - not otherwise specified DOSE/DURATION : 1 mg/L REFERENCE : CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France)
TYPE OF TEST : DNA inhibition TEST SYSTEM : Mammal - species unspecified Kidney DOSE/DURATION : 50 umol/L REFERENCE : TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: (Suppl 3),353,1983
TYPE OF TEST : DNA damage ROUTE OF EXPOSURE : Intraperitoneal TEST SYSTEM : Rodent - mouse DOSE/DURATION : 2500 ug/kg REFERENCE : TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 28,29,1985
TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - hamster Ovary DOSE/DURATION : 200 mg/L REFERENCE : FOBLAN Folia Biologica (Prague). (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1955- Volume(issue)/page/year: 32,128,1986
TYPE OF TEST : DNA adduct ROUTE OF EXPOSURE : Oral TEST SYSTEM : Rodent - mouse DOSE/DURATION : 2500 ug/kg REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 289,265,1993
TYPE OF TEST : Mut
TYPE OF TEST : DNA damage ROUTE OF EXPOSURE : Oral TEST SYSTEM : Rodent - rat DOSE/DURATION : 10080 ug/kg/12W (Intermittent) REFERENCE : TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 31(Suppl)
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE : 8 mg/kg SEX/DURATION : female 7-10 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 28,37A,1983
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE : 1 mg/kg SEX/DURATION : female 11-14 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - behavioral REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 28,16A,1983
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE : 3 mg/kg SEX/DURATION : female 15 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material) Reproductive - Specific Developmental Abnormalities - Central Nervous System REFERENCE : TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 57,127,1981
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperi
其他信息
- Ochratoxin A is a mycotoxin isolated from the Aspergillus ochraceus mold, a common fungal presence on moldy food. Ochratoxin A demonstrates nephrotoxicity and teratogenesis in animals, and shows inhibition of bacterial, yeast, and liver FARSL (phenylalanyl-tRNA synthetases) competitive with phenylalanine. As these activities are partially attenuated by phenylalanine, Ochratoxin A is suggested to produce its effects through interacting with proteins that recognize phenylalanine as a substrate, and has been demonstrated to inhibit PAH (phenylalanine hydroxylase). Derivatives of Ochratoxin A with other amino acid moieties substituted for the phenylalanine-mimic portion of the molecule demonstrate inhibition of the aminoacyl tRNA synthetases respective to those amino acids. Ochratoxin A is described to enhance lipid peroxidation and also present DNA single strand breaks, both suggesting oxidative damage as a partial mediator of Ochratoxin A cellular effects, and EPR spectroscopy with a spin trap agent identified the production of hydroxyl radicals by Ochratoxin A in the presence of NADPH. The nephrotoxic effects of Ochratoxin A are shown to be prevented by SOD (superoxide dismutase) and catalase, further indicating oxidative damage as the mediator of Ochratoxin A toxicity. Ochratoxin A is also demonstrated to increase ATP-dependent Ca2+ pump activity in renal cortex endoplasmic reticulum.
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