Ochratoxin C - ≥98% , CAS No.4865-85-4

CAS: 4865-85-4 Cat. No.: O356701 Molecular Weight: 431.87 EC Number: 834-245-7

GRADE & PURITY ≥98%

Synonyms

HY-125699 | ethyl N-[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalaninate | Ochratoxin A ethyl ester | OCHRATOXIN C | UNII-0DY21HW450 | ethyl (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benz

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:

Ochratoxin C is the ethyl ester analog of ochratoxin A, a mycotoxin produced by A. ochraceus, A. carbonarius, and P. verrucosum that is commonly found as a food contaminant.

Specifications

Synonyms

HY-125699 | ethyl N-[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3, 4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalaninate | Ochratoxin A ethyl ester | OCHRATOXIN C | UNII-0DY21HW450 | ethyl (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3, 4-dihydro-1H-2-benz

Specifications & Purity

≥98%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCOC(=O)C(CC1=CC=CC=C1)NC(=O)C2=CC(=C3CC(OC(=O)C3=C2O)C)Cl
• IUPAC Name: ethyl (2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoate
• InChIKey: BPZZWRPHVVDAPT-PXAZEXFGSA-N
• INCHI: 1S/C22H22ClNO6/c1-3-29-21(27)17(10-13-7-5-4-6-8-13)24-20(26)15-11-16(23)14-9-12(2)30-22(28)18(14)19(15)25/h4-8,11-12,17,25H,3,9-10H2,1-2H3,(H,24,26)/t12-,17+/m1/s1
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=CC(=C3C[C@H](OC(=O)C3=C2O)C)Cl
• Molecular Weight: 431.87
• Reaxy-Rn: 1302408
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1302408&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Ochratoxins and related substances
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Ochratoxins and related substances
• Alternative Parents: Phenylalanine and derivatives Alpha amino acid esters N-acyl-alpha amino acids and derivatives 2-benzopyrans Salicylic acid and derivatives Amphetamines and derivatives Fatty acid esters Aryl chlorides Dicarboxylic acids and derivatives Vinylogous acids Secondary carboxylic acid amides Carboxylic acid esters Lactones Oxacyclic compounds Organochlorides Carbonyl compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Ochratoxin-skeleton - Phenylalanine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Isochromane - Benzopyran - Salicylic acid or derivatives - Amphetamine or derivatives - 2-benzopyran - Fatty acid ester - Benzenoid - Monocyclic benzene moiety - Fatty acyl - Dicarboxylic acid or derivatives - Aryl halide - Aryl chloride - Vinylogous acid - Carboxylic acid ester - Lactone - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Organic nitrogen compound - Organohalogen compound - Carbonyl group - Organochloride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: 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

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 431.900 g/mol
• XLogP3: 5.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 431.114 Da
• Monoisotopic Mass: 431.114 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 637.000
• 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

References

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. 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]