m-cresol purple

From www.fda.gov

2D Structure
CID	73030
IUPAC Name	4-[3-(4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methylphenol
InChI	InChI=1S/C21H18O5S/c1-13-11-15(22)7-9-17(13)21(18-10-8-16(23)12-14(18)2)19-5-3-4-6-20(19)27(24,25)26-21/h3-12,22-23H,1-2H3
InChI Key	OLQIKGSZDTXODA-UHFFFAOYSA-N
Canonical SMILES	CC1=C(C=CC(=C1)O)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=C(C=C(C=C4)O)C
Molecular Formula	C21H18O5S
Wikipedia	cresol purple

From Pubchem

Property Name	Property Value
Molecular Weight	382.43
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Complexity	615.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 O A B A A A A A A A A A A A A A A A A A A S A A A A A w Y M A A A A A A A E g B U A A A G g Q A C A A A D E S A 2 A A y B 4 A A A g K A A i B C A H B C A E A g I A A I i B g 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 4 P Q O o A A B A A A U A A B A A A I A A C g A A A A A A A A A A A = =
Topological Polar Surface Area	92.2
Monoisotopic Mass	382.087
Exact Mass	382.087
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	27
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+	0.7349
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2-	0.8219
P-glycoprotein Substrate	Non-substrate	0.5809
P-glycoprotein Inhibitor	Non-inhibitor	0.6837
P-glycoprotein Inhibitor	Non-inhibitor	0.9036
Renal Organic Cation Transporter	Non-inhibitor	0.9106
Distribution
Subcellular localization	Mitochondria	0.3744
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.6622
CYP450 2D6 Substrate	Non-substrate	0.7998
CYP450 3A4 Substrate	Non-substrate	0.5394
CYP450 1A2 Inhibitor	Inhibitor	0.6061
CYP450 2C9 Inhibitor	Inhibitor	0.5439
CYP450 2D6 Inhibitor	Non-inhibitor	0.9217
CYP450 2C19 Inhibitor	Non-inhibitor	0.8760
CYP450 3A4 Inhibitor	Non-inhibitor	0.8828
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.5187
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9080
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.6417
AMES Toxicity	Non AMES toxic	0.9016
Carcinogens	Carcinogens	0.7762
Fish Toxicity	High FHMT	0.9802
Tetrahymena Pyriformis Toxicity	High TPT	0.6352
Honey Bee Toxicity	High HBT	0.7088
Biodegradation	Not ready biodegradable	0.9602
Acute Oral Toxicity	III	0.6257
Carcinogenicity (Three-class)	Non-required	0.5478

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.6446	LogS
Caco-2 Permeability	0.0195	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.3710	LD50, mol/kg
Fish Toxicity	1.2352	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.5550	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Benzofurans
Subclass	Benzofuranones
Intermediate Tree Nodes	Not available
Direct Parent	Benzofuranones
Alternative Parents	Organosulfonic acid esters Organic oxides Benzoxathioles Hydrocarbon derivatives Phthalides Meta cresols 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Toluenes Oxacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Benzofuranone - Phthalide - Benzoxathiole - M-cresol - 1-hydroxy-2-unsubstituted benzenoid - Toluene - Phenol - Monocyclic benzene moiety - Benzenoid - Organosulfonic acid ester - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.