bisphenol AF

Details

• Internal ID: e3ece3d6-818f-40ef-bd48-5a171f2940d5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes > Bisphenols
• IUPAC Name: 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol
• InChI: InChI=1S/C15H10F6O2/c16-14(17,18)13(15(19,20)21,9-1-5-11(22)6-2-9)10-3-7-12(23)8-4-10/h1-8,22-23H
• InChI Key: ZFVMWEVVKGLCIJ-UHFFFAOYSA-N
• Popularity: 605 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀F₆O₂
• Molecular Weight: 336.23 g/mol
• Exact Mass: 336.05849853 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1478-61-1
• 2,2-Bis(4-hydroxyphenyl)hexafluoropropane
• 4,4'-(Hexafluoroisopropylidene)diphenol
• 4,4'-(perfluoropropane-2,2-diyl)diphenol
• Hexafluorobisphenol a
• Biphenol AF
• Hexafluorodiphenylolpropane
• 2,2-Bis(4-hydroxyphenyl)perfluoropropane
• Hexafluoroisopropylidenebis(4-hydroxybenzene)
• 4,4'-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)diphenol
• Hexafluoroacetone bisphenol A
• 2,2-Bis-(p-hydroxyphenyl)-hexafluoropropane
• NSC 152522
• CHEBI:72754
• 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol
• Phenol, 4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis-
• MFCD00000439
• Phenol, 4,4'-(bis(trifluoromethyl)methylene)di-
• OH7IX8A37J
• 2,2-Bis-(4-hydroxyphenyl)hexafluoropropane
• Phenol, 4,4'-(trifluoro-1-(trifluoromethyl)ethylidene)di-
• CHEMBL1900054
• DTXSID7037717
• 4,4'-(2,2,2-Trifluoro-1-(trifluoromethyl)ethylidene)bisphenol
• Phenol, 4,4'-(2,2,2-trifluoro-1-(trifluoromethyl)ethylidene)bis-
• NSC-152522
• DTXCID5017717
• 4,4 inverted exclamation marka-(Hexafluoroisopropylidene)diphenol
• Bisphenol A Hexafluoride
• 2,2-BIS(4-HYDROXYPHENYL)-1,1,1,3,3,3-HEXAFLUOROPROPANE
• CAS-1478-61-1
• BPAF
• C15H10F6O2
• EINECS 216-036-7
• UNII-OH7IX8A37J
• BisphenolAF
• HSDB 8090
• 4,4'-(Trifluoro-1-(trifluoromethyl)ethylidene)diphenol
• CURATIVE 30
• 4-[2,2,2-trifluoro-1-(4-hydroxyphenyl)-1-(trifluoromethyl)ethyl]phenol
• TimTec1_001644
• Hexafluorobisphenol A, 98%
• SCHEMBL21027
• BIDD:ER0048
• BP_02 (BPAF)
• HMS1538K16
• Bisphenol??AF, analytical standard
• 4,4'-(2,2,2-Trifluoro-1-(trifluoromethyl)ethylidene)diphenol
• Tox21_201467
• Tox21_303641
• BDBM50544707
• NSC152522
• AKOS005433772
• 4,4'-(perfluoroisopropylidene)diphenol
• CS-W014498
• Bisphenol AF 100 microg/mL in Methanol
• NCGC00164114-01
• NCGC00164114-02
• NCGC00164114-03
• NCGC00164114-04
• NCGC00257463-01
• NCGC00259018-01
• AC-15007
• AS-14550
• SY014750
• 2,2-bis(4'-hydroxyphenyl)hexafluoropropane
• B0945
• FT-0609177
• hexafluoro-2,2-bis-(4-hydroxyphenyl)-propane
• Phenol,4'-(bis(trifluoromethyl)methylene)di-
• 4,4'-(Hexafluoroisopropylidene)diphenol, 97%
• A808703
• Q-200407
• Q9658045
• 4,2,2-Trifluoro-1-(trifluoromethyl)ethylidene]bisphenol
• Phenol,4'-[trifluoro-1-(trifluoromethyl)ethylidene]di-
• 1,1,1,3,3,3-hexafluoro-2,2-bis(4-hydroxyphenyl)propane
• 2,2-Bis-(4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane
• Phenol,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis-
• phenol,4,4-(2,2,2-triflouro-1-(trifluromethyl)ethylidene]
• 4,4 inverted exclamation mark -(Hexafluoroisopropylidene)diphenol
• 0CZ

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5433	54.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4878	48.78%
P-glycoprotein inhibitior	-	0.8714	87.14%
P-glycoprotein substrate	-	0.9433	94.33%
CYP3A4 substrate	-	0.7291	72.91%
CYP2C9 substrate	-	0.6061	60.61%
CYP2D6 substrate	-	0.6805	68.05%
CYP3A4 inhibition	-	0.7209	72.09%
CYP2C9 inhibition	+	0.6106	61.06%
CYP2C19 inhibition	+	0.6595	65.95%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.5629	56.29%
CYP2C8 inhibition	+	0.5979	59.79%
CYP inhibitory promiscuity	-	0.5798	57.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5007	50.07%
Carcinogenicity (trinary)	Non-required	0.5966	59.66%
Eye corrosion	-	0.8155	81.55%
Eye irritation	+	0.9718	97.18%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8398	83.98%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.7240	72.40%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6175	61.75%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7583	75.83%
Acute Oral Toxicity (c)	III	0.7874	78.74%
Estrogen receptor binding	+	0.8969	89.69%
Androgen receptor binding	+	0.8696	86.96%
Thyroid receptor binding	+	0.7058	70.58%
Glucocorticoid receptor binding	+	0.8309	83.09%
Aromatase binding	+	0.8360	83.60%
PPAR gamma	+	0.9144	91.44%
Honey bee toxicity	-	0.9712	97.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL206	P03372	Estrogen receptor alpha	20 nM	EC50	via Super-PRED
CHEMBL242	Q92731	Estrogen receptor beta	10.72 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.39%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.69%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.09%	97.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.86%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73864
• LOTUS: LTS0033004
• wikiData: Q9658045