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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H14O7
Molecular Weight 330.2889
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AFLATOXIN G2

SMILES

[H][C@]12OCC[C@@]1([H])C3=C4OC(=O)C5=C(CCOC5=O)C4=C(OC)C=C3O2

InChI

InChIKey=WPCVRWVBBXIRMA-WNWIJWBNSA-N
InChI=1S/C17H14O7/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/h6,8,17H,2-5H2,1H3/t8-,17+/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H14O7
Molecular Weight 330.2889
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Aflatoxins consist of a group of approximately 20 related fungal metabolites, although only aflatoxins B1, B2, G1 and G2 are normally found in foods. Aflatoxin G2 was established as the dihydroxy derivative of Aflatoxin G1. Aflatoxin G2 is a minor mycotoxin produced by Aspergillus flavus Aflatoxin G2 belongs to the family of Difurocoumarolactone Series. The main target organ in mammals is the liver so aflatoxicosis is primarily a hepatic disease. Protracted exposure to aflatoxins may cause liver damage and necrosis, cholestasis, and hepatomas. Moreover, protracted exposure to aflatoxins has been associated with hepatocellular carcinoma, acute hepatitis, Reye's syndrome, bile duct cell proliferation, periportal fibrosis, hemorrhages, mucous membrane jaundice, fatty liver changes, cirrhosis in malnourished children, and kwashiorkor. However, aflatoxins accumulate in the presence of liver disease, and the association with hepatic cancer is confounded by the occurrence of hepatitis-B. Thus, it is not clear in these various instances whether aflatoxin is a primary cause of the disease, is an innocent bystander which accumulates secondary to the disease process, or is a contributing cause in conjunction with other factors. It is also mutagenic and teratogenic. Inhaled aflatoxins may produce pulmonary adenomatosis. Aflatoxins modify the immune system by affecting antibody formation, complement, cell-mediated immunity, and phagocytosis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The hepatocyte primary culture/DNA repair assay using mouse or hamster hepatocytes.
1983
Stability of aflatoxins in solution.
2012 Jul-Aug
Aflatoxins and heavy metals in animal feed in Iran.
2014
A reliable liquid chromatography-tandem mass spectrometry method for simultaneous determination of multiple mycotoxins in fresh fish and dried seafoods.
2015 Mar 27
Patents

Sample Use Guides

Aflatoxins B2 and G2 were less potent in the duckling (50% lethal dose, 1.76 mg/kg versus 2.83 mg/kg) and were nontoxic to rats at doses of 200 mg/kg.
Route of Administration: Intraperitoneal
In Vitro Use Guide
The mutagenesis of Salmonella typhimurium TA100 and covalent binding in vitro of photoactivated aflatoxin G2 (AFG2) was investigated. Covalent binding level of 8 pmol aflatoxin per umol nucleotide phosphate was obtained for AFG2 at 50 uM mycotoxin after 2 h of irradiation. Mutant frequency to histidine prototrophy was 10(-6) for AFG2, after 2 h irradiation at 100 uM mycotoxin in the surviving fraction of the mutagenized cultures.
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:11:26 GMT 2023
Edited
by admin
on Sat Dec 16 02:11:26 GMT 2023
Record UNII
2MS0D8WA29
Record Status Validated (UNII)
Record Version
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Name Type Language
AFLATOXIN G2
HSDB   MI  
Common Name English
AFLATOXIN G2 [HSDB]
Common Name English
AFLATOXIN G2 [MI]
Common Name English
(7AR,CIS)3,4,7A,9,10,10A-HEXAHYDRO-5-METHOXY-1H,12H- FURO(3',2':4,5)FURO(2,3-H)PYRANO(3,4-C)CHROMENE-1,12-DIONE
Common Name English
1H,12H-FURO(3',2':4,5)FURO(2,3-H)PYRANO(3,4-C)(1)BENZOPYRAN-1,12-DIONE, 3,4,7A.ALPHA.,9,10,10A.ALPHA.-HEXAHYDRO-5-METHOXY-
Systematic Name English
DIHYDROAFLATOXIN G1
Common Name English
1H,12H-FURO(3',2':4,5)FURO(2,3-H)PYRANO(3,4-C)(1)BENZOPYRAN- 1,12-DIONE, 3,4,7A,9,10,10A-HEXAHYDRO-5-METHOXY-, (7AR,10AS)-
Common Name English
Code System Code Type Description
MERCK INDEX
m1442
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY Merck Index
PUBCHEM
2724362
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
HSDB
3456
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
CAS
7241-98-7
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
MESH
C029754
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID80891796
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
230-643-4
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY
FDA UNII
2MS0D8WA29
Created by admin on Sat Dec 16 02:11:26 GMT 2023 , Edited by admin on Sat Dec 16 02:11:26 GMT 2023
PRIMARY