Record Information |
---|
Version | 2.0 |
---|
Created at | 2020-12-09 02:15:11 UTC |
---|
Updated at | 2024-09-03 04:15:02 UTC |
---|
NP-MRD ID | NP0004842 |
---|
Natural Product DOI | https://doi.org/10.57994/0128 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Aflatoxin G1 |
---|
Provided By | NPAtlas |
---|
Description | Aflatoxin G1 is found in Aspergillus flavus and Aspergillus oryzae. Aflatoxin G1 was first documented in 2020 (PMID: 33081067). Based on a literature review very few articles have been published on (3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹³,¹⁸]Icosa-1(12),2(9),4,10,13(18)-pentaene-17,19-dione (PMID: 34345733) (PMID: 34280411) (PMID: 34207874) (PMID: 34199242) (PMID: 34084205) (PMID: 34047680). |
---|
Structure | [H]C1=C([H])[C@]2([H])C3=C(O[C@]2([H])O1)C([H])=C(OC([H])([H])[H])C1=C3OC(=O)C2=C1C([H])([H])C([H])([H])OC2=O InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3/t8-,17+/m1/s1 |
---|
Synonyms | Value | Source |
---|
Aflatoxin g(1) | MeSH |
|
---|
Chemical Formula | C17H12O7 |
---|
Average Mass | 328.2760 Da |
---|
Monoisotopic Mass | 328.05830 Da |
---|
IUPAC Name | (3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(18)-pentaene-17,19-dione |
---|
Traditional Name | (3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(18)-pentaene-17,19-dione |
---|
CAS Registry Number | Not Available |
---|
SMILES | COC1=C2C3=C(C(=O)OCC3)C(=O)OC2=C2[C@H]3C=CO[C@H]3OC2=C1 |
---|
InChI Identifier | InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3/t8-,17+/m1/s1 |
---|
InChI Key | XWIYFDMXXLINPU-RBHXEPJQSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Merangelgri | | | 2022-10-12 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental) | merangelgri@uncg.edu | Not Available | Not Available | 2023-01-12 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, CDCl3, experimental) | merangelgri@uncg.edu | Not Available | Not Available | 2023-01-12 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental) | merangelgri@uncg.edu | Not Available | Not Available | 2022-12-21 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, CDCl3, experimental) | merangelgri@uncg.edu | Not Available | Not Available | 2022-12-21 | View Spectrum |
| Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Species Where Detected | |
---|
Chemical Taxonomy |
---|
Classification | Not classified |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Agwupuye JA, Neji PA, Louis H, Odey JO, Unimuke TO, Bisiong EA, Eno EA, Utsu PM, Ntui TN: Investigation on electronic structure, vibrational spectra, NBO analysis, and molecular docking studies of aflatoxins and selected emerging mycotoxins against wild-type androgen receptor. Heliyon. 2021 Jul 12;7(7):e07544. doi: 10.1016/j.heliyon.2021.e07544. eCollection 2021 Jul. [PubMed:34345733 ]
- Kholif OT, Sebaei AS, Eissa FI, Elhamalawy OH: Size-exclusion chromatography selective cleanup of aflatoxins in oilseeds followed by HPLC determination to assess the potential health risk. Toxicon. 2021 Jul 17;200:110-117. doi: 10.1016/j.toxicon.2021.07.009. [PubMed:34280411 ]
- Gromadzka K, Pankiewicz J, Beszterda M, Paczkowska M, Nowakowska B, Kocylowski R: The Presence of Mycotoxins in Human Amniotic Fluid. Toxins (Basel). 2021 Jun 9;13(6). pii: toxins13060409. doi: 10.3390/toxins13060409. [PubMed:34207874 ]
- Tarazona A, Gomez JV, Mateo F, Jimenez M, Mateo EM: Potential Health Risk Associated with Mycotoxins in Oat Grains Consumed in Spain. Toxins (Basel). 2021 Jun 13;13(6). pii: toxins13060421. doi: 10.3390/toxins13060421. [PubMed:34199242 ]
- Zamir-Nasta T, Pazhouhi M, Ghanbari A, Abdolmaleki A, Jalili C: Expression of cyclin D1, p21, and estrogen receptor alpha in aflatoxin G1-induced disturbance in testicular tissue of albino mice. Res Pharm Sci. 2021 Mar 5;16(2):182-192. doi: 10.4103/1735-5362.310525. eCollection 2021 Apr. [PubMed:34084205 ]
- Ouakhssase A, Fatini N, Ait Addi E: A facile extraction method followed by UPLC-MS/MS for the analysis of aflatoxins and ochratoxin A in raw coffee beans. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2021 May 28:1-10. doi: 10.1080/19440049.2021.1925165. [PubMed:34047680 ]
- Lai YT, Kandasamy K, Chen YC: Magnetic Graphene Oxide-Based Affinity Surface-Assisted Laser Desorption/Ionization Mass Spectrometry for Screening of Aflatoxin B1 from Complex Samples. Anal Chem. 2021 May 18;93(19):7310-7316. doi: 10.1021/acs.analchem.1c00878. Epub 2021 May 6. [PubMed:33956441 ]
- Tessema M, De Groote H, Brouwer ID, De Boevre M, Corominas AV, Stoecker BJ, Feskens EJ, Belachew T, Karakitsou A, Gunaratna NS: Exposure to aflatoxins and fumonisins and linear growth of children in rural Ethiopia: a longitudinal study. Public Health Nutr. 2021 Aug;24(12):3662-3673. doi: 10.1017/S1368980021000422. Epub 2021 Feb 1. [PubMed:33517942 ]
- Castro-Rios K, Montoya-Estrada CN, Martinez-Miranda MM, Hurtado Cortes S, Taborda-Ocampo G: Physicochemical treatments for the reduction of aflatoxins and Aspergillus niger in corn grains (Zea mays). J Sci Food Agric. 2021 Jul;101(9):3707-3713. doi: 10.1002/jsfa.11001. Epub 2020 Dec 24. [PubMed:33301189 ]
- Rejeb R, Baere S, Devreese M, Ducatelle R, Croubels S, Ayed MH, Ghorbal A, Antonissen G: Calcination Improves the In Vivo Efficacy of a Montmorillonite Clay to Bind Aflatoxin G1 in Broiler Chickens: A Toxicokinetic Approach. Toxins (Basel). 2020 Oct 18;12(10). pii: toxins12100660. doi: 10.3390/toxins12100660. [PubMed:33081067 ]
- Miklos G, Angeli C, Ambrus A, Nagy A, Kardos V, Zentai A, Kerekes K, Farkas Z, Jozwiak A, Bartok T: Detection of Aflatoxins in Different Matrices and Food-Chain Positions. Front Microbiol. 2020 Aug 14;11:1916. doi: 10.3389/fmicb.2020.01916. eCollection 2020. [PubMed:32983001 ]
- Tanveer ZI, Huang Q, Liu L, Jiang K, Nie D, Pan H, Chen Y, Liu X, Luan L, Han Z, Wu Y: Reduced graphene oxide-zinc oxide nanocomposite as dispersive solid-phase extraction sorbent for simultaneous enrichment and purification of multiple mycotoxins in Coptidis rhizoma (Huanglian) and analysis by liquid chromatography tandem mass spectrometry. J Chromatogr A. 2020 Sep 1;1630:461515. doi: 10.1016/j.chroma.2020.461515. [PubMed:32911177 ]
|
---|