1,4-dihydroxy-9,10-anthracenedione

From www.fda.gov

2D Structure
CID	6688
IUPAC Name	1,4-dihydroxyanthracene-9,10-dione
InChI	InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H
InChI Key	GUEIZVNYDFNHJU-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O
Molecular Formula	C14H8O4
Wikipedia	quinizarin

From Pubchem

Property Name	Property Value
Molecular Weight	240.214
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Complexity	342.0
CACTVS Substructure Key Fingerprint	A A A D c c B w O 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 M A A A A A A A A D B Q A A A G g A A C A A A D A S A m A A w B o A A A g C I A q B S A A A C A A A k I A A I i A E G C M g I J j a C F R K A c U A k 4 B E I m Y f L y P C O g Q A B A A A Y A A C C A A Y A A D A A A A A A A A A A A A = =
Topological Polar Surface Area	74.6
Monoisotopic Mass	240.042
Exact Mass	240.042
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+	0.7514
Human Intestinal Absorption	HIA+	0.9899
Caco-2 Permeability	Caco2+	0.6963
P-glycoprotein Substrate	Non-substrate	0.5556
P-glycoprotein Inhibitor	Non-inhibitor	0.9605
P-glycoprotein Inhibitor	Non-inhibitor	0.9419
Renal Organic Cation Transporter	Non-inhibitor	0.8913
Distribution
Subcellular localization	Mitochondria	0.8545
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7982
CYP450 2D6 Substrate	Non-substrate	0.9168
CYP450 3A4 Substrate	Non-substrate	0.7151
CYP450 1A2 Inhibitor	Inhibitor	0.8918
CYP450 2C9 Inhibitor	Inhibitor	0.7750
CYP450 2D6 Inhibitor	Non-inhibitor	0.7456
CYP450 2C19 Inhibitor	Non-inhibitor	0.6159
CYP450 3A4 Inhibitor	Non-inhibitor	0.8357
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7605
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9505
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9192
AMES Toxicity	AMES toxic	0.9261
Carcinogens	Non-carcinogens	0.8930
Fish Toxicity	High FHMT	0.9643
Tetrahymena Pyriformis Toxicity	High TPT	0.9555
Honey Bee Toxicity	High HBT	0.7055
Biodegradation	Not ready biodegradable	0.7278
Acute Oral Toxicity	III	0.5401
Carcinogenicity (Three-class)	Warning	0.5038

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.0729	LogS
Caco-2 Permeability	0.8844	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.8601	LD50, mol/kg
Fish Toxicity	-0.3465	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.1175	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Anthracenes
Subclass	Anthraquinones
Intermediate Tree Nodes	Not available
Direct Parent	Anthraquinones
Alternative Parents	1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Hydrocarbon derivatives Aryl ketones Organic oxides
Molecular Framework	Aromatic homopolycyclic compounds
Substituents	Anthraquinone - 9,10-anthraquinone - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.