Glycitin

From www.fda.gov

2D Structure
CID	187808
IUPAC Name	3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
InChI	InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
InChI Key	OZBAVEKZGSOMOJ-MIUGBVLSSA-N
Canonical SMILES	COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
Molecular Formula	C22H22O10
Wikipedia	glycitin

From Pubchem

Property Name	Property Value
Molecular Weight	446.408
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	5
Complexity	690.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 P 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 0 Y I E A A A A A A A C B Q A A A G g A A C A A A D B S w m A M y D 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 d N z a G N R q i e W K l 4 B U P 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	155.0
Monoisotopic Mass	446.121
Exact Mass	446.121
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	32
Defined Atom Stereocenter Count	5
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-	0.9247
Human Intestinal Absorption	HIA+	0.7769
Caco-2 Permeability	Caco2-	0.8957
P-glycoprotein Substrate	Substrate	0.6724
P-glycoprotein Inhibitor	Non-inhibitor	0.8575
P-glycoprotein Inhibitor	Non-inhibitor	0.7923
Renal Organic Cation Transporter	Non-inhibitor	0.8868
Distribution
Subcellular localization	Mitochondria	0.6190
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7614
CYP450 2D6 Substrate	Non-substrate	0.8938
CYP450 3A4 Substrate	Non-substrate	0.5327
CYP450 1A2 Inhibitor	Non-inhibitor	0.9045
CYP450 2C9 Inhibitor	Non-inhibitor	0.9071
CYP450 2D6 Inhibitor	Non-inhibitor	0.9514
CYP450 2C19 Inhibitor	Non-inhibitor	0.9173
CYP450 3A4 Inhibitor	Non-inhibitor	0.9108
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7292
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9787
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7568
AMES Toxicity	Non AMES toxic	0.5276
Carcinogens	Non-carcinogens	0.9645
Fish Toxicity	High FHMT	0.8197
Tetrahymena Pyriformis Toxicity	High TPT	0.9818
Honey Bee Toxicity	High HBT	0.6370
Biodegradation	Not ready biodegradable	0.6488
Acute Oral Toxicity	III	0.6624
Carcinogenicity (Three-class)	Non-required	0.6890

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.3177	LogS
Caco-2 Permeability	-0.6481	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2498	LD50, mol/kg
Fish Toxicity	1.0588	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.3016	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids
Subclass	Isoflavonoid O-glycosides
Intermediate Tree Nodes	Not available
Direct Parent	Isoflavonoid O-glycosides
Alternative Parents	Acetals Alkyl aryl ethers Pyranones and derivatives Organic oxides Benzene and substituted derivatives Primary alcohols Hydrocarbon derivatives Secondary alcohols Isoflavones 1-hydroxy-2-unsubstituted benzenoids Oxanes Chromones Anisoles Heteroaromatic compounds Polyols Hexoses Oxacyclic compounds O-glycosyl compounds Phenolic glycosides
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Isoflavonoid o-glycoside - Isoflavonoid-7-o-glycoside - Isoflavone - Phenolic glycoside - Hexose monosaccharide - Chromone - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Pyran - Monosaccharide - Oxane - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Ether - Acetal - Polyol - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Primary alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.