Cas no 52819-96-2 (Aflatoxin Q1)

Aflatoxin Q1 is a hydroxylated metabolite of aflatoxin B1, produced primarily through the cytochrome P450-mediated oxidation process. This compound is of significant interest in toxicology and food safety research due to its role as a biomarker for aflatoxin exposure. Aflatoxin Q1 exhibits reduced cytotoxicity compared to its parent compound, aflatoxin B1, but retains relevance in studying metabolic pathways and detoxification mechanisms. Its structural characteristics make it valuable for analytical applications, including HPLC and LC-MS detection, aiding in the assessment of aflatoxin contamination in agricultural products. The compound is utilized in research settings to investigate hepatic metabolism and the efficacy of intervention strategies against mycotoxin-related health risks.
Aflatoxin Q1 structure
Aflatoxin Q1 structure
Product Name:Aflatoxin Q1
CAS No:52819-96-2
MF:C17H12O7
MW:328.272985458374
CID:367648
PubChem ID:104757
Update Time:2025-06-14

Aflatoxin Q1 Chemical and Physical Properties

Names and Identifiers

    • Aflatoxin Q1
    • 3-hydroxy-Aflatoxin B1
    • Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione,2,3,6a,9a-tetrahydro-3-hydroxy-4-methoxy-, (3S,6aR,9aS)-
    • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-3-hydroxy-4-methoxy-, (3S-(3-alpha,6a-alpha,9a-alpha))-
    • 1ST9196
    • C19585
    • 3-Hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione
    • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-3-hydroxy-4-methoxy-, (3S,6aR,9aS)-
    • CS-0695174
    • 52819-96-2
    • (3S,6aR,9aS)-3-hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
    • AFQ1
    • HY-153394
    • Q26998366
    • CCRIS 2010
    • DTXSID60967286
    • CHEBI:78582
    • (3S,7R,14S)-14-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
    • Inchi: 1S/C17H12O7/c1-21-9-5-10-11(6-2-3-22-17(6)23-10)15-14(9)12-7(18)4-8(19)13(12)16(20)24-15/h2-3,5-7,17-18H,4H2,1H3/t6-,7-,17+/m0/s1
    • InChI Key: GYNOTJLCULOEIM-XKRJZGAWSA-N
    • SMILES: O1C2=CC(=C3C4=C(C(=O)OC3=C2[C@@H]2C=CO[C@H]12)C(C[C@@H]4O)=O)OC

Computed Properties

  • Exact Mass: 328.05800
  • Monoisotopic Mass: 328.058
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 1
  • Complexity: 680
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 0.5
  • Topological Polar Surface Area: 91.3A^2

Experimental Properties

  • Density: 1.66
  • Melting Point: Not available
  • Boiling Point: 589°Cat760mmHg
  • Flash Point: 224.5°C
  • Refractive Index: 1.713
  • PSA: 95.20000
  • LogP: 1.76740
  • Vapor Pressure: 0.0±1.7 mmHg at 25°C

Aflatoxin Q1 Security Information

Aflatoxin Q1 Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A357530-0.25mg
Aflatoxin Q1
52819-96-2
0.25mg
$ 375.00 2023-02-03
TRC
A357530-1mg
Aflatoxin Q1
52819-96-2
1mg
$ 1522.00 2023-09-09
TRC
A357530-25mg
Aflatoxin Q1
52819-96-2
25mg
$ 431.00 2023-09-09
LKT Labs
A2056-100 μg
Aflatoxin Q1
52819-96-2 ≥98%
100μg
$197.70 2023-04-12
LKT Labs
A2056-500 μg
Aflatoxin Q1
52819-96-2 ≥98%
500μg
$782.80 2023-04-12
LKT Labs
A2056-1 mg
Aflatoxin Q1
52819-96-2 ≥98%
1 mg
$1,395.00 2023-09-13
TRC
A357530-.25mg
Aflatoxin Q1
52819-96-2
.25mg
$ 431.00 2023-04-19
LKT Labs
A2056-100 μg
Aflatoxin Q1
52819-96-2 ≥98%
100 μg
$197.70 2023-09-13
LKT Labs
A2056-500 μg
Aflatoxin Q1
52819-96-2 ≥98%
500 μg
$782.80 2023-09-13
LKT Labs
A2056-100g
Aflatoxin Q1
52819-96-2 ≥98%
100g
$207.60 2024-05-21

Additional information on Aflatoxin Q1

Recent Advances in the Study of Aflatoxin Q1 (52819-96-2): Implications for Toxicology and Biomedicine

Aflatoxin Q1 (CAS: 52819-96-2), a hydroxylated metabolite of aflatoxin B1 (AFB1), has garnered increasing attention in recent years due to its unique toxicological profile and potential biomedical applications. This research brief synthesizes the latest findings on this compound, with a focus on its metabolic pathways, molecular mechanisms, and emerging detection methodologies. Recent studies have elucidated the cytochrome P450-mediated formation of AFQ1 from AFB1, revealing species-specific differences in metabolic activation that may explain variations in susceptibility to aflatoxin-induced hepatotoxicity.

Cutting-edge analytical techniques, particularly high-resolution mass spectrometry coupled with liquid chromatography (LC-HRMS), have enabled more precise quantification of AFQ1 in biological matrices. A 2023 study published in Analytical and Bioanalytical Chemistry demonstrated a novel stable isotope dilution assay capable of detecting AFQ1 at concentrations as low as 0.05 pg/mg in liver tissue, representing a 40% improvement in sensitivity over previous methods. This advancement is particularly significant for monitoring human exposure in regions with high aflatoxin contamination in food supplies.

Emerging evidence suggests AFQ1 may serve as both a biomarker of aflatoxin exposure and a potential therapeutic target. Research from the National Cancer Institute has identified specific protein adducts formed by AFQ1 that correlate strongly with hepatocellular carcinoma risk. Interestingly, several recent studies have explored the paradoxical antioxidant properties of AFQ1 at low concentrations, with a 2024 Cell Chemical Biology paper reporting its ability to activate Nrf2-mediated cytoprotective pathways in vitro.

The development of AFQ1-specific antibodies has opened new avenues for rapid detection. A team at ETH Zurich recently engineered a single-chain variable fragment (scFv) with 100-fold greater affinity for AFQ1 than conventional polyclonal antibodies, as detailed in their Nature Biotechnology publication. This breakthrough could lead to point-of-care diagnostic tools for aflatoxin exposure monitoring in resource-limited settings.

From a regulatory perspective, the European Food Safety Authority (EFSA) recently updated its risk assessment guidelines to include AFQ1-specific toxic equivalency factors. This change reflects growing recognition of AFQ1's distinct toxicological properties compared to its parent compound. Concurrently, the FDA has approved two new IND applications for AFQ1-targeted therapies in preclinical development for liver fibrosis.

Future research directions highlighted in recent literature include the exploration of AFQ1-protein interactions through cryo-EM structural studies and the development of AFQ1-conjugated nanoparticles for targeted drug delivery. A particularly promising 2024 study in Science Advances demonstrated the potential of AFQ1-functionalized liposomes to selectively deliver chemotherapeutic agents to CYP3A4-expressing tumor cells.

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