Aflatoxin B1 (BioCAD00000005959)
Metabolite Card
Formula: C17H12O6 (312.0634)
SMILES: [H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O
Synonyms [en]
Aflatoxin B1; (-)-Aflatoxin B1; 2,3,6aalpha,9aalpha-Tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione; Aflatoxin B1, (6aR-cis)-Isomer, 2H-Labeled; 1ST7205; Aflatoxin B1 Dihydrochloride, (6aR-cis)-Isomer
Last reviewed on 2024-06-28.
Cite this Page
Aflatoxin B1. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000005959). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favourable for its growth. Favourable conditions include high moisture content (at least 7%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods; they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage (PMID: 17214555). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut).
DBLinks
- CAS Registry Number: 1162-65-8
- PubChem CID: 186907
- ChEBI: 2504
- HMDB: HMDB0006552
- LipidMaps: LMPK10000006
- KEGG: C06800
- BioCyc:
- NCBI MeSH: Aflatoxin B1
- Wikipedia: Aflatoxin
Other DBLinks
- CAS Registry Number: 10279-73-9
- CAS Registry Number: 1162-65-8
- CAS Registry Number: 408530-29-0
- PubChem: 14403
- PubChem: 186907
- ChEBI: ChEBI:125421
- ChEBI: ChEBI:2504
- HMDB: HMDB0006552
- HMDB: HMDB06552
- LipidMaps: LMPK10000006
- KEGG: C06800
- NCBI MeSH: Aflatoxin B1
- Wikipedia: Aflatoxin
- Wikipedia: Aflatoxin_B1
- RefMet: RM0052834
- MoNA: AC000016
- MoNA: AC000017
- MoNA: AC000018
- MoNA: AC000019
- MoNA: AC000020
- MoNA: AC000021
- MoNA: AC000022
- MoNA: AC000023
- MoNA: AC000024
- MoNA: AC000025
- MoNA: AU596200
- MoNA: AU596201
- MoNA: AU596202
- MoNA: AU596203
- MoNA: AU596204
- MoNA: AU596233
- MoNA: AU596234
- MoNA: CCMSLIB00000579936
- MoNA: CCMSLIB00003061494
- MoNA: CCMSLIB00003061499
- MoNA: CCMSLIB00003740009
- MoNA: HMDB0006552_c_ms_99933
- MoNA: JP001412
- Metlin: METLIN_41030
- Coconut NaturalProduct: CNP0296840.2
- Coconut NaturalProduct: CNP0296840.3
- Coconut NaturalProduct: CNP0319791.0
Class / Ontology
- WishartLab ClassyFire: [Furanocoumarins] Furanocoumarins
- RefMet: [Aflatoxins] Aflatoxins
- LipidMaps: [Aflatoxins and related substances [PK10]] Aflatoxins and related substances [PK10]
- ChEBI: [CHEBI:125421] LSM-36909
- ChEBI: [CHEBI:2504] aflatoxin B1
- Coconut NaturalProduct: [Coumestan] Coumestan
- Coconut NaturalProduct: [Aflatoxins] Aflatoxins
| ID | EC Number | Name |
|---|---|---|
| KEGG:R09404 | 1.14.14.1 | C06800 + C00007 + C00005 + C00080<=>C19585 + C00001 + C00006 |
| KEGG:R09405 | 1.14.14.1 | C06800 + C00007 + C00005 + C00080<=>C16756 + C00001 + C00006 |
| KEGG:R09407 | 1.14.14.1 | C06800 + C00007 + C00005 + C00080<=>C19595 + C00001 + C00006 |
| KEGG:R09408 | 1.14.14.1 | C06800 + C00007 + C00005 + C00080<=>C19586 + C00001 + C00006 |
| KEGG:R10319 | 1.14.14.117 | 8-O-methylsterigmatocystin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (aflatoxin-B forming) |
| Rhea:RHEA:35760 | 1.14.14.117 | 8-O-methylsterigmatocystin + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 => aflatoxin B1 + methanol + 2 oxidized [NADPH—hemoprotein reductase] + CO2 + H2O + 2 H+ |
| Rhea:RHEA:35761 | 1.14.14.117 | aflatoxin B1 + methanol + 2 oxidized [NADPH—hemoprotein reductase] + CO2 + H2O + 2 H+ => 8-O-methylsterigmatocystin + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 |
| Rhea:RHEA:35762 | 1.14.14.117 | 8-O-methylsterigmatocystin + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 <=> aflatoxin B1 + methanol + 2 oxidized [NADPH—hemoprotein reductase] + CO2 + H2O + 2 H+ |
Taxonomy Source
- Aspergillus flavus [ncbi taxid: 5059]
- Aspergillus nomius [ncbi taxid: ]
- Aspergillus parasiticus [ncbi taxid: 5067]
- Homo sapiens [ncbi taxid: 9606]
- Streptomyces roseolus [ncbi taxid: 67358]
- Exostema caribaeum [ncbi taxid: 43485]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-5959 | aflatoxins B1 and G1 biosynthesis |
| Reactome:R-BTA-1430728 | Metabolism |
| Reactome:R-BTA-211945 | Phase I - Functionalization of compounds |
| Reactome:R-BTA-211981 | Xenobiotics |
| Reactome:R-CEL-211859 | Biological oxidations |
| Reactome:R-CEL-5423646 | Aflatoxin activation and detoxification |
| Reactome:R-CFA-1430728 | Metabolism |
| Reactome:R-CFA-5423646 | Aflatoxin activation and detoxification |
| Reactome:R-DRE-211897 | Cytochrome P450 - arranged by substrate type |
| Reactome:R-DDI-211859 | Biological oxidations |
| Reactome:R-GGA-5423646 | Aflatoxin activation and detoxification |
| Reactome:R-HSA-211859 | Biological oxidations |
| Reactome:R-HSA-5423646 | Aflatoxin activation and detoxification |
| Reactome:R-MMU-1430728 | Metabolism |
| Reactome:R-MMU-211859 | Biological oxidations |
| Reactome:R-MMU-5423646 | Aflatoxin activation and detoxification |
| Reactome:R-RNO-211945 | Phase I - Functionalization of compounds |
| Reactome:R-RNO-211981 | Xenobiotics |
| Reactome:R-SSC-211945 | Phase I - Functionalization of compounds |
| Reactome:R-SSC-211981 | Xenobiotics |