ALKANET AND ALKANNIN

From apps.who.int

2D Structure
CID	72521
IUPAC Name	5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
InChI	InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m0/s1
InChI Key	NEZONWMXZKDMKF-JTQLQIEISA-N
Canonical SMILES	CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
Molecular Formula	C16H16O5
Wikipedia	alkannin

From Pubchem

Property Name	Property Value
Molecular Weight	288.299
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Complexity	501.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 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 Q A A A A A A A A A C B A A A A G g A A C A A A D B S g m A I y 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 N j a C F R K A c U A k 4 B E I m Y f L 6 P S O g Q A B A A A Y A A A C A A I A A D A A A A A A A A A A A A = =
Topological Polar Surface Area	94.8
Monoisotopic Mass	288.1
Exact Mass	288.1
XLogP3	None
XLogP3-AA	3.0
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	21
Defined Atom Stereocenter Count	1
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-	0.7418
Human Intestinal Absorption	HIA+	0.9955
Caco-2 Permeability	Caco2+	0.7901
P-glycoprotein Substrate	Substrate	0.7704
P-glycoprotein Inhibitor	Non-inhibitor	0.6651
P-glycoprotein Inhibitor	Non-inhibitor	0.9252
Renal Organic Cation Transporter	Non-inhibitor	0.8943
Distribution
Subcellular localization	Mitochondria	0.8243
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7904
CYP450 2D6 Substrate	Non-substrate	0.8724
CYP450 3A4 Substrate	Substrate	0.5510
CYP450 1A2 Inhibitor	Inhibitor	0.8668
CYP450 2C9 Inhibitor	Inhibitor	0.8714
CYP450 2D6 Inhibitor	Inhibitor	0.6042
CYP450 2C19 Inhibitor	Inhibitor	0.7648
CYP450 3A4 Inhibitor	Non-inhibitor	0.6708
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.7179
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9017
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8802
AMES Toxicity	Non AMES toxic	0.6257
Carcinogens	Non-carcinogens	0.9009
Fish Toxicity	High FHMT	0.9984
Tetrahymena Pyriformis Toxicity	High TPT	0.9977
Honey Bee Toxicity	High HBT	0.7842
Biodegradation	Not ready biodegradable	0.9431
Acute Oral Toxicity	III	0.7812
Carcinogenicity (Three-class)	Non-required	0.6524

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.8322	LogS
Caco-2 Permeability	1.0145	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.4911	LD50, mol/kg
Fish Toxicity	-1.1762	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.4814	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Naphthalenes
Subclass	Naphthoquinones
Intermediate Tree Nodes	Not available
Direct Parent	Naphthoquinones
Alternative Parents	Aromatic monoterpenoids Organic oxides Bicyclic monoterpenoids Hydrocarbon derivatives Aryl ketones 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Quinones Secondary alcohols
Molecular Framework	Aromatic homopolycyclic compounds
Substituents	Naphthoquinone - Aromatic monoterpenoid - Bicyclic monoterpenoid - Monoterpenoid - Aryl ketone - Quinone - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Ketone - Secondary alcohol - Hydrocarbon derivative - Alcohol - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).