Ochratoxin B - ≥99% , CAS No.4825-86-9

CAS: 4825-86-9 Cat. No.: O329255 Formula: C₂₀H₁₉NO₆ Peso molecolare: 369.37 Numero EC: 621-766-8

GRADE & PURITY ≥99%

Synonyms

SCHEMBL455061 | OCHRATOXIN B [HSDB] | Ochratoxin B 10 microg/mL in Acetonitrile | N-[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine | DAEYIVCTQUFNTM-ABAIWWIYSA-N | Q3880769 | OTB | Alanine, N-((8-hydroxy-3-methyl-1-o

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Product Describtion:

Ochratoxin B (A dihydroisocoumarin derivative) is A widely studied non-chlorinated analogue of O-trotoxin A. The compound is produced by the same species of Aspergillus and Penicillium that are associated with food spoilage. When CH aspergillus B was administered to rats, two fluorescent metabolites were found in the urine, namely, 4-hydroxyl Ra aspergillus B and trexoxin B. Tratoxin B has been shown to induce facial abnormalities in Xenopus laevis. The compound showed no genotoxic activity in human cells. Ch trotoxin B has been shown to reduce the toxic effects caused by CH trotoxin A.

Specifications

Sinonimi

SCHEMBL455061 | OCHRATOXIN B [HSDB] | Ochratoxin B 10 microg/mL in Acetonitrile | N-[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine | DAEYIVCTQUFNTM-ABAIWWIYSA-N | Q3880769 | OTB | Alanine, N-((8-hydroxy-3-methyl-1-o

Specifiche e purezza

≥99%

Condizioni di conservazione di stoccaggio

Protected from light,Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Purezza

≥99%

Nomi e identificatori

• Pubchem Sid: 504753011
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753011
• Sorrisi canonici: CC1CC2=C(C(=C(C=C2)C(=O)NC(CC3=CC=CC=C3)C(=O)O)O)C(=O)O1
• IUPAC Name: (2S)-2-[[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
• InChIKey: DAEYIVCTQUFNTM-ABAIWWIYSA-N
• INCHI: 1S/C20H19NO6/c1-11-9-13-7-8-14(17(22)16(13)20(26)27-11)18(23)21-15(19(24)25)10-12-5-3-2-4-6-12/h2-8,11,15,22H,9-10H2,1H3,(H,21,23)(H,24,25)/t11-,15+/m1/s1
• Isomeri SMILES: C[C@@H]1CC2=C(C(=C(C=C2)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O)O)C(=O)O1
• WGK Germania: 2
• RTECS: AY6825000
• Numero UN: 3462
• Gruppo di imballaggio: I
• Peso molecolare: 369.37
• Reaxy-Rn: 1300160
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1300160&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Ochratoxins and related substances

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Ochratoxins and related substances
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Ochratoxins and related substances
• Alternative Parents: Phenylalanine and derivatives N-acyl-alpha amino acids Phenylpropanoic acids Salicylic acid and derivatives 2-benzopyrans Amphetamines and derivatives 1-hydroxy-4-unsubstituted benzenoids Dicarboxylic acids and derivatives Vinylogous acids Secondary carboxylic acid amides Carboxylic acid esters Lactones Carboxylic acids Oxacyclic compounds Organonitrogen compounds Carbonyl compounds Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Ochratoxin-skeleton - Phenylalanine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Salicylic acid or derivatives - 2-benzopyran - Isochromane - Benzopyran - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Vinylogous acid - Lactone - Secondary carboxylic acid amide - Carboxylic acid ester - Carboxamide group - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Carboxylic acid - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as ochratoxins and related substances. These are a group of chemically related metabolites containing a 3,4-dihydro-3-methylisocoumarin moiety linked through a carboxyl group to L-beta-phenylalanine by a secondary amine bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Proprietà chimiche e fisiche

• Solubilità: Soluble in ethanol, methanol, DMSO, and DMF. Insoluble in water.
• Sensibilità: Light sensitive；Moisture sensitive
• Indice di rifrazione: n20D1.62 (Predicted)
• Rotazione specifica [α]: α20/D -35°, c = 0.15% in ethanol
• Punto di ebollizione (°C): 632.38° C at 760 mmHg (Predicted)
• Punto di fusione (°C): 210-212° C
• Peso molecolare: 369.400 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 369.121 Da
• Monoisotopic Mass: 369.121 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 573.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Riferimenti

1. Zhao Haiyan, Qiao Xiujuan, Zhang Xuelian, Niu Chen, Yue Tianli, Sheng Qinglin.  (2021)  Simultaneous electrochemical aptasensing of patulin and ochratoxin A in apple juice based on gold nanoparticles decorated black phosphorus nanomaterial.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  413  (11): (3131-3140).  [PMID:33715040] [10.1007/s00216-021-03253-3]

2. Yexuan Ren, Ruwen Tian, Ting Wang, Junlin Cao, Jianguo Li, Anping Deng.  (2023)  An Extremely Highly Sensitive ELISA in pg mL−1 Level Based on a Newly Produced Monoclonal Antibody for the Detection of Ochratoxin A in Food Samples.  MOLECULES,  28  (15): (5743).  [PMID:37570711] [10.3390/molecules28155743]

3. Guo Ge, Tianlin Wang, Zihou Liu, Xiaomeng Liu, Tiange Li, Yuntang Chen, Jialin Fan, Erkigul Bukye, Xianqing Huang, Lianjun Song.  (2023)  A self-assembled DNA double-crossover-based fluorescent aptasensor for highly sensitivity and selectivity in the simultaneous detection of aflatoxin M1 and aflatoxin B1.  TALANTA,      [PMID:37442003] [10.1016/j.talanta.2023.124908]

4. Dongyan Li, Huaiyue Xia, Yingying Sun, Wenjie Liu, Wen Liu, Jianna Yu, Guoxing Jing, Jian Zhang, Wenshan Li.  (2022)  Colorimetric aptasensor for the sensitive detection of ochratoxin A based on a triple cascade amplification strategy.  ANALYTICA CHIMICA ACTA,      [PMID:36442942] [10.1016/j.aca.2022.340616]

5. Pengfei Wang, Bin Luo, Ke Liu, Cheng Wang, Hongtu Dong, Xiaodong Wang, Peichen Hou, Aixue Li.  (2022)  A novel COOH–GO–COOH–MWNT/pDA/AuNPs based electrochemical aptasensor for detection of AFB1.  RSC Advances,  12  (43): (27940-27947).  [PMID:36320289] [10.1039/D2RA03883H]

6. Xiaoyuan Ma, Baoyi Shao, Zhouping Wang.  (2021)  Gold@silver nanodumbbell based inter-nanogap aptasensor for the surface enhanced Raman spectroscopy determination of ochratoxin A.  ANALYTICA CHIMICA ACTA,      [PMID:34794565] [10.1016/j.aca.2021.339189]

7. Jinxin Chi, Dandan Zhu, Yiqiong Chen, Guihua Huang, Xucong Lin.  (2021)  Online specific recognition of mycotoxins using aptamer-grafted ionic affinity monolith with mixed-mode mechanism.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:33556780] [10.1016/j.chroma.2021.461930]

8. Yanhua He, Youwei Yu, Xiaoye Wen, Yan Shi, Jianhu Wu, Zhengping Guan, Meilin Cui, Chunling Xiao.  (2019)  A quencher-free 2-aminopurine modified hairpin aptasensor for ultrasensitive detection of Ochratoxin A.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:31753651] [10.1016/j.saa.2019.117780]

9. Jinxin Chi, Maolin Chen, Lijun Deng, Xucong Lin, Zenghong Xie.  (2018)  A facile AuNPs@aptamer-modified mercaptosiloxane-based hybrid affinity monolith with an unusually high coverage density of aptamer for on-column selective extraction of ochratoxin A.  ANALYST,  143  (21): (5210-5217).  [PMID:30270376] [10.1039/C8AN01531G]

10. Baoyi Shao, Xiaoyuan Ma, Sen Zhao, Yan Lv, Xu Hun, Haitao Wang, Zhouping Wang.  (2018)  Nanogapped Au(core) @ Au-Ag(shell) structures coupled with Fe3O4 magnetic nanoparticles for the detection of Ochratoxin A.  ANALYTICA CHIMICA ACTA,      [PMID:30172322] [10.1016/j.aca.2018.05.058]

11. Yiqiong Chen, Maolin Chen, Jinxin Chi, Xia Yu, Yongxuan Chen, Xucong Lin, Zenghong Xie.  (2018)  Aptamer-based polyhedral oligomeric silsesquioxane (POSS)-containing hybrid affinity monolith prepared via a “one-pot” process for selective extraction of ochratoxin A.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:29866505] [10.1016/j.chroma.2018.05.044]

12. Xia Yu, Hongliang Song, Jing Huang, Yongxuan Chen, Ming Dai, Xucong Lin, Zenghong Xie.  (2018)  An aptamer@AuNP-modified POSS–polyethylenimine hybrid affinity monolith with a high aptamer coverage density for sensitive and selective recognition of ochratoxin A.  Journal of Materials Chemistry B,  6  (13): (1965-1972).  [PMID:32254362] [10.1039/C7TB03319B]

13. Lanling Chu, Yuqi Dai, Chen Hou, Xuejun Kang, Qianqian Jiang, Xiaoman Jiang, Jing Li, Hongyu Qin.  (2024)  A novel extraction method for three ochratoxins in human urine based on polystyrene/polyethersulfone electrospun nanofibers coated with copper nanoparticles.  RSC Advances,  14  (38): (27972-27979).  [PMID:39224627] [10.1039/D4RA04670F]

14. Xin Xie, Jingxi Wang, Daxiu Li, Ding Wang.  (2025)  Enzyme-free autocatalysis-driven DNA cascade circuits for amplified electrochemical sensing of Ochratoxin A in food.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107279]

15. Xiao Liang, Zhuobing Zhang, Yilei Du, Ziliang Li, Nana Xu, Jian Gao, Huimin Qin, Liping Du, Song You, Jinshan Li, Weidong Liu, Yanhe Ma.  (2025)  Dual-enzyme cascade colorimetric biosensor for safe, rapid on-site detection and detoxification of ochratoxins.  BIOSENSORS & BIOELECTRONICS,      [PMID:40628612] [10.1016/j.bios.2025.117748]

16. Wenjing Xia, Nianqing Zhu, Jie Mei, Yueqin Peng, Fanglin Song, Shuai Ding, Fei Li, Xue Zhou.  (2025)  Biocatalytic Detoxification of Ochratoxins A/B by a Fungal Dye-Decolorizing Peroxidase: Mechanistic Insights and Toxicity Assessment.  Toxins,  17  (9): (438).  [PMID:41003502] [10.3390/toxins17090438]

17. Yiqiong Chen, Xinyue Ding, Dandan Zhu, Xucong Lin, Zenghong Xie.  (2019)  Preparation and evaluation of highly hydrophilic aptamer-based hybrid affinity monolith for on-column specific discrimination of ochratoxin A.  TALANTA,      [PMID:31036173] [10.1016/j.talanta.2019.03.053]

18. Yiqiong Chen, Dandan Zhu, Xinyue Ding, Guomin Qi, Xucong Lin, Zenghong Xie.  (2018)  Highly hydrophilic polyhedral oligomeric silsesquioxane (POSS)-containing aptamer-modified affinity hybrid monolith for efficient on-column discrimination with low nonspecific adsorption.  ANALYST,  144  (5): (1555-1564).  [PMID:30644457] [10.1039/C8AN01890A]

19. Dian Yu, Yingying Sun, Xin Lin, Wenjie Liu, Jianna Yu, Guoxing Jing, Wen Liu, Xiaoyun Zhang, Cheng Jiang, Wenshan Li.  (2025)  G-quadruplex/hemin DNAzyme mediated biosensor for colorimetric detection of trace aflatoxin B1 using entropy-driven catalytic reaction-facilitated catalytic hairpin assembly.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107622]

20. Xia Shaojie, Yang Zhenyuan, Sun Xiaohui, Huang Junjie, Peng Kuan, Wang Yonghong.  (2025)  Enhancing peroxidase-like activity of Cu/Ag nanoclusters nanozyme by G/C-rich sequence for colorimetric determination of ochratoxin A.  ANALYTICAL SCIENCES,      [PMID:41400746] [10.1007/s44211-025-00857-y]

21. Henan Wang, Baiang Chen, Xuran Zhao, Yue Huang.  (2026)  Exonuclease III-amplified electrochemical detection of ochratoxin A based on AuPt bimetallic signal enhancer.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117659]

Domande frequenti

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.