AFLATOXIN B2

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H14O6
Molecular Weight	314.2895
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12OCC[C@@]1([H])C3=C4OC(=O)C5=C(CCC5=O)C4=C(OC)C=C3O2

InChI

InChIKey=WWSYXEZEXMQWHT-WNWIJWBNSA-N

InChI=1S/C17H14O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h6,8,17H,2-5H2,1H3/t8-,17+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C17H14O6
Molecular Weight	314.2895
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14072177
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21038701 | https://goo.gl/bx6rLb | https://www.ncbi.nlm.nih.gov/pubmed/27863407 | https://www.ncbi.nlm.nih.gov/pubmed/19699076

Aflatoxin B2 is the dihydro derivative of aflatoxin B1, a naturally occurring mycotoxin and food contaminant that is a likely pathogen that causes hepatocellular carcinoma. Aflatoxin B2 induces mitochondria-mediated apoptosis via the production of reactive oxygen species (ROS) and promotion of the translocation of Bax and cytochrome c between mitochondria and the cytosol, triggering the formation of apoptosomes. Aflatoxin B2 also inhibited the phosphoinositide 3-kinase/Akt/ mammalian target of rapamycin (PI3K/Akt/mTOR) pathway by activating PI3K, Akt, and mTOR and inhibiting their phosphorylation, contributing to the pro-autophagic activity of Aflatoxin B2.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Apoptosis 155 Target ID: WP1018 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27863407	Activator 1430

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

The broilers were given 0 mg/kg/d (control), 0.2 mg/kg/d, 0.4 mg/kg/d, and 0.8 mg/kg/d AFB2 for 21 d.

Route of Administration: Oral

In Vitro Use Guide

The HepG2 cell line (American Type Culture Collection (ATCC) HB-8065) was cultured in Eagle’s minimal essential medium (EMEM) containing 10% (v/v) fetal bovine serum (FBS). Cells were seeded in a 24-well plate at a cell plating density of 105 cells per well. After reaching 80% confluency, the cells were serum-starved overnight in EMEM containing 1% FBS. Following serum starvation, the cells were treated with UV-treated aflatoxin (Aflatoxin B2, 0.46mkg/ml) samples for 24 h. Following sample treatment, the cell viability was assayed using XTT assay (ATCC, Manassas, VA) as per the manufacturer’s protocol.

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	7SKR7S646P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AFLATOXIN B2

Common Name

English

CYCLOPENTA(C)FURO(3',2':4,5)FURO(2,3-H)(1)BENZOPYRAN-1,11-DIONE, 2,3,6A,8,9,9A-HEXAHYDRO-4-METHOXY-, (6AR-CIS)-

Systematic Name

English

CYCLOPENTA(C)FURO(3',2':4,5)FURO(2,3-H)(1)BENZOPYRAN-1,11-DIONE, 2,3,6A,8,9,9A-HEXAHYDRO-4-METHOXY-, (6AR,9AS)-

Systematic Name

English

DIHYDROAFLATOXIN B1

Common Name

English

2,3,6AALPHA,8,9,9AALPHA-HEXAHYDRO-4- METHOXYCYCLOPENTA(C)FURO(3',2':4,5)FURO(2,3-H)(1)BENZOPYRAN- 1,11-DIONE

Common Name

English

AFLATOXIN B [MI]

Common Name

English

DIHYDROAFLATOXINE B1

Common Name

English

AFLATOXIN B2 [HSDB]

Common Name

English

Code System Code Type Description

CAS

7220-81-7