Aflatoxin M1 Quality Control Sample - 0.5ppb(±0.02ppb) , CAS No.6795-23-9

CAS: 6795-23-9 Cat. No.: A299698 Molecular Weight: 328.27 EC Number: 229-865-4

GRADE & PURITY 0.5ppb(±0.02ppb)

Synonyms

Aflatoxin M1, from Aspergillus flavus | UNII-I3020O28I3 | AFLATOXINM1 | EINECS 229-865-4 | (6aR,9aR)-9a-hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione | NCGC00165795-01 | pyrimidine-5-carboxylate | Q269983

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

Aflatoxin M1, from Aspergillus flavus | UNII-I3020O28I3 | AFLATOXINM1 | EINECS 229-865-4 | (6aR, 9aR)-9a-hydroxy-4-methoxy-2, 3, 6a, 9a-tetrahydrocyclopenta[c]furo[3', 2':4, 5]furo[2, 3-h]chromene-1, 11-dione | NCGC00165795-01 | pyrimidine-5-carboxylate | Q269983

Specifications & Purity

0.5ppb(±0.02ppb)

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Names and Identifiers

• Canonical Smiles: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C(=C1)OC5C4(C=CO5)O
• IUPAC Name: (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• InChIKey: MJBWDEQAUQTVKK-IAGOWNOFSA-N
• INCHI: 1S/C17H12O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h4-6,16,20H,2-3H2,1H3/t16-,17-/m1/s1
• Isomeric SMILES: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C(=C1)O[C@@H]5[C@]4(C=CO5)O
• WGK Germany: 3
• Molecular Weight: 328.27
• Reaxy-Rn: 1441575
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1441575&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Furanocoumarins
        • Level5 Angular furanocoumarins
          • Level6 Aflatoxins
            • Level7 Difurocoumarocyclopentenones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Furanocoumarins
• Intermediate Tree Nodes: Angular furanocoumarins - Aflatoxins
• Direct Parent: Difurocoumarocyclopentenones
• Alternative Parents: 1-benzopyrans Coumarans Aryl alkyl ketones Anisoles Pyranones and derivatives Alkyl aryl ethers Tertiary alcohols Heteroaromatic compounds Dihydrofurans Lactones Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Difurocoumarocyclopentenone - Benzopyran - 1-benzopyran - Coumaran - Anisole - Aryl alkyl ketone - Aryl ketone - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Tertiary alcohol - Dihydrofuran - Heteroaromatic compound - Lactone - Ketone - Acetal - Oxacycle - Ether - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton.
• External Descriptors: Aflatoxins and related substances - Aflatoxins

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

• Molecular Weight: 328.270 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 328.058 Da
• Monoisotopic Mass: 328.058 Da
• Topological Polar Surface Area: 91.300 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 695.000
• 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. Wenting Li, Yongqiang Shi, Xinai Zhang, Xuetao Hu, Xiaowei Huang, Nini Liang, Tingting Shen, Xiaobo Zou, Jiyong Shi.  (2023)  A DNA tetrahedral scaffolds-based electrochemical biosensor for simultaneous detection of AFB1 and OTA.  FOOD CHEMISTRY,      [PMID:38219562] [10.1016/j.foodchem.2023.138312]

2. Peifang Chen, Caiyun Jiang, Zhouping Wang, Hong-zhen Lian, Xiaoyuan Ma.  (2023)  3D plasmonic SERS aptasensor for rapid detection of aflatoxin B1 combined with Au@Ag bimetallic nanostars and Fe3O4@MoS2 magnetic nanoflowers.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.109598]

3. Ding Yang, Yuanyuan Hui, Yingying Liu, Weizhe Wang, Chao He, Aiqing Zhao, Lusha Wei, Bini Wang.  (2023)  Novel dual-recognition electrochemical biosensor for the sensitive detection of AFM1 in milk.  FOOD CHEMISTRY,      [PMID:37678120] [10.1016/j.foodchem.2023.137362]

4. 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]

5. Zhu Jing, Xu Wenxing, Yang Ye, Kong Rongmei, Wang Junmei.  (2022)  ssDNA-C3N4 conjugates-based nanozyme sensor array for discriminating mycotoxins.  MICROCHIMICA ACTA,  190  (1): (1-10).  [PMID:36471087] [10.1007/s00604-022-05593-y]

6. Meng Chen, Ming Li, Wenxi Zhang, Hua Bai, Qiang Ma.  (2022)  Natural Deep Eutectic Solvent-Based Dispersive Liquid–Liquid Microextraction Coupled with Direct Analysis in Real Time Mass Spectrometry: A Green Temperature-Mediated Analytical Strategy.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:36000560] [10.1021/acs.jafc.2c03561]

7. Zhiwei Qie, Qiqi Liu, Wenliang Yan, Zichen Gao, Wu Meng, Rui Xiao, Shengqi Wang.  (2019)  Universal and Ultrasensitive Immunochromatographic Assay by Using an Antigen as a Bifunctional Element and Antialbumin Antibody on a Test Line.  ANALYTICAL CHEMISTRY,      [PMID:31282654] [10.1021/acs.analchem.9b00673]

8. Meijun Lu, Tianlin Wang, Tiange Li, Yan Ma, Xianqing Huang, Libin Wan, Fayun Wang, Lianjun Song.  (2025)  Aptamer based ratiometric determination of DON by exploiting the FRET between carbon dots and graphene oxide.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107384]

9. Tianlin Wang, Meijun Lu, Yanbing Shen, Qinqing Han, Songming Wang, Tongyao Li, Tiange Li, Xianqing Huang, Libin Wan, Lianjun Song.  (2025)  On-site visual detection of patulin in fruit juice via FRET ratiometric sensor utilizing portable device integrated with smartphone.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.108219]

10. Lanqing Yang, Qiuya Li, Baoqing Bai, Tao Bo, Ligang Yu, Xu Jing, Shu Qin, Huilin Liu, Ying Zhang, Yukun Yang.  (2025)  N-doped HOFs nanoenzymes enable dual-mode colorimetric/electrochemical aptasensing of AFB1.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118466]

11. Ke Wang, Yingqi Wang, Jiayao Wang, Yiwei Liu, Xiaopeng Hu.  (2025)  Self-calibrating dual-signal sensor integrating aptamer-molecular imprinted polymers synergy for ratiometric fluorescence/colorimetric quantification of aflatoxin B1.  TALANTA,      [PMID:40961713] [10.1016/j.talanta.2025.128864]