Glycitein

General Information

From www.fda.gov

2D Structure
CID	5317750
IUPAC Name	7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one
InChI	InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
InChI Key	DXYUAIFZCFRPTH-UHFFFAOYSA-N
Canonical SMILES	COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O
Molecular Formula	C16H12O5
Wikipedia	glycitein

From Pubchem

Property Name	Property Value
Molecular Weight	284.267
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Complexity	424.0
CACTVS Substructure Key Fingerprint	A A A D c c 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 Y I A A A A A A A A C B Q A A A G g A A C A A A D A S g m A I y B o A A B g C I A q B S A A A C C A A k I A A I i A E G i M g N J z a G N R q A c W M l 4 B U L u Y f K 7 P z O I Q A B C A A I Q A B C A A I Q A B C A A A A A A A A A A A = =
Topological Polar Surface Area	76.0
Monoisotopic Mass	284.068
Exact Mass	284.068
XLogP3	None
XLogP3-AA	2.4
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	21
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

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.5447
Human Intestinal Absorption	HIA+	0.9898
Caco-2 Permeability	Caco2+	0.8934
P-glycoprotein Substrate	Substrate	0.6272
P-glycoprotein Inhibitor	Non-inhibitor	0.6246
P-glycoprotein Inhibitor	Inhibitor	0.8101
Renal Organic Cation Transporter	Non-inhibitor	0.8876
Distribution
Subcellular localization	Mitochondria	0.8113
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7553
CYP450 2D6 Substrate	Non-substrate	0.8918
CYP450 3A4 Substrate	Non-substrate	0.5917
CYP450 1A2 Inhibitor	Inhibitor	0.9264
CYP450 2C9 Inhibitor	Inhibitor	0.8876
CYP450 2D6 Inhibitor	Non-inhibitor	0.8064
CYP450 2C19 Inhibitor	Inhibitor	0.9315
CYP450 3A4 Inhibitor	Non-inhibitor	0.6447
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.7815
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9766
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8625
AMES Toxicity	Non AMES toxic	0.7578
Carcinogens	Non-carcinogens	0.9360
Fish Toxicity	High FHMT	0.9206
Tetrahymena Pyriformis Toxicity	High TPT	0.9964
Honey Bee Toxicity	High HBT	0.6819
Biodegradation	Not ready biodegradable	0.9150
Acute Oral Toxicity	III	0.7641
Carcinogenicity (Three-class)	Non-required	0.5580

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-3.4244	LogS
Caco-2 Permeability	1.0382	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.8186	LD50, mol/kg
Fish Toxicity	0.4382	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.3236	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids
Subclass	Isoflav-2-enes
Intermediate Tree Nodes	Not available
Direct Parent	Isoflavones
Alternative Parents	Alkyl aryl ethers Organic oxides Benzene and substituted derivatives Pyranones and derivatives Hydrocarbon derivatives Hydroxyisoflavonoids 1-hydroxy-2-unsubstituted benzenoids Chromones Anisoles Heteroaromatic compounds Oxacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Hydroxyisoflavonoid - Isoflavone - Chromone - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Pyranone - Monocyclic benzene moiety - Benzenoid - Pyran - Heteroaromatic compound - Oxacycle - Ether - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

From ClassyFire