bisphenol A diglycidyl ether

Synonyms: "2,2-bis(4-glycidyloxyphenyl)propane", "epoxide A", "epophen EL 5", "BADGE", "DGEBA", "dian diglycidyl ether", "diglycidyl bisphenol A"

Source: bisphenol A diglycidyl ether is a chemical compound used as constituent of epoxy resins.


IUPAC Name: 2-[[4-[2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane
CAS Number: 1675-54-3
PubChem ID: 2286
Canonical SMILES: CC(C)(C1=CC=C(C=C1)OCC2CO2)C3=CC=C(C=C3)OCC4CO4

Structural Properties:

Molecular Formula: C21H24O4
Molecular Weight: 340,4129

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 4
Number of atoms different from hydrogen: 25


2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Toxicological Information

ACToR (Aggregated Computational Toxicology Resource)

HSDB (Hazardous Substances Data Bank)

CCRIS (Chemical Carcinogenesis Research Information System)


CTD (Comparative Toxicogenomics Database)

Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Bishop-Bailey D, Hla T, Warner TD. 2000. Bisphenol A diglycidyl ether (BADGE) is a PPAR gamma agonist in an ECV304 cell line. Br J Pharmacol 131(4):651-654.
Letcher RJ, Sanderson JT, Bokkers A, Giesy JP, Van Den Berg M. 2005. Effects of bisphenol A-related diphenylalkanes on vitellogenin production in male carp (Cyprinus carpio) hepatocytes and aromatase (CYP19) activity in human H295R adrenocortical carcinoma cells. Toxicol Appl Pharmacol 209(2):95-104.
Li H, Ruan XZ, Powis SH, Fernando R, Mon WY, Wheeler DC, Moorhead JF, Varghese Z. 2005. EPA and DHA reduce LPS-induced inflammation responses in HK-2 cells: evidence for a PPAR-gamma-dependent mechanism. Kidney Int 67(3):867-874.
Satoh K, Ohyama K, Aoki N, Iida M, Nagai F. 2004. Study on anti-androgenic effects of bisphenol A diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE) and their derivatives using cells stably transfected with human androgen receptor, AR-EcoScreen. Food & Chemical Toxicology 42(6):983-993.
Wright HM, Clish CB, Mikami T, Hauser S, Yanagi K, Hiramatsu R, Serhan CN, Spiegelman BM. 2000. A synthetic antagonist for the peroxisome proliferator-activated receptor gamma inhibits adipocyte differentiation. J Biol Chem 275(3):1873-1877.

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