BISPHENOL B

From www.fda.gov

2D Structure
CID	66166
IUPAC Name	4-[2-(4-hydroxyphenyl)butan-2-yl]phenol
InChI	InChI=1S/C16H18O2/c1-3-16(2,12-4-8-14(17)9-5-12)13-6-10-15(18)11-7-13/h4-11,17-18H,3H2,1-2H3
InChI Key	HTVITOHKHWFJKO-UHFFFAOYSA-N
Canonical SMILES	CCC(C)(C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
Molecular Formula	C16H18O2
Wikipedia	bisphenol b

From Pubchem

Property Name	Property Value
Molecular Weight	242.318
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Complexity	226.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 M A A A A A A A A A A A A A A A A A A A A A A A A A A w Y A A A A A A A A A A B Q A A A G g A A C A A A D g S A m A A y B o A A A g C A A i B C A A A C A A A g I A A I i A A G C I g I J i K C E R K A c A A k w B E I m A e A w P A P o A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	40.5
Monoisotopic Mass	242.131
Exact Mass	242.131
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	18
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.8193
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.8661
P-glycoprotein Substrate	Non-substrate	0.5152
P-glycoprotein Inhibitor	Non-inhibitor	0.8578
P-glycoprotein Inhibitor	Non-inhibitor	0.8116
Renal Organic Cation Transporter	Non-inhibitor	0.8846
Distribution
Subcellular localization	Mitochondria	0.7958
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7814
CYP450 2D6 Substrate	Non-substrate	0.8720
CYP450 3A4 Substrate	Non-substrate	0.5485
CYP450 1A2 Inhibitor	Inhibitor	0.6534
CYP450 2C9 Inhibitor	Inhibitor	0.8424
CYP450 2D6 Inhibitor	Non-inhibitor	0.7737
CYP450 2C19 Inhibitor	Inhibitor	0.7853
CYP450 3A4 Inhibitor	Non-inhibitor	0.6611
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.6402
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9356
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8200
AMES Toxicity	Non AMES toxic	0.9711
Carcinogens	Non-carcinogens	0.5633
Fish Toxicity	High FHMT	0.8288
Tetrahymena Pyriformis Toxicity	High TPT	0.9730
Honey Bee Toxicity	High HBT	0.7623
Biodegradation	Not ready biodegradable	0.9779
Acute Oral Toxicity	III	0.8158
Carcinogenicity (Three-class)	Non-required	0.5980

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.4448	LogS
Caco-2 Permeability	1.4742	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.6907	LD50, mol/kg
Fish Toxicity	1.2666	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.0713	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Benzene and substituted derivatives
Subclass	Diphenylmethanes
Intermediate Tree Nodes	Not available
Direct Parent	Bisphenols
Alternative Parents	1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives Phenylpropanes
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Bisphenol - Phenylpropane - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as bisphenols. These are methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone).