Daidzin

General Information

From www.fda.gov

2D Structure
CID	107971
IUPAC Name	3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
InChI	InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
InChI Key	KYQZWONCHDNPDP-QNDFHXLGSA-N
Canonical SMILES	C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O
Molecular Formula	C21H20O9
Wikipedia	Daidzin

From Pubchem

Property Name	Property Value
Molecular Weight	416.382
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	4
Complexity	644.0
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 w 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 C M g d N z a G N R q i e W C l 4 B U P u Y f I 7 P z O I A A A C A A I A A B A A A A Q A B A A A A A A A A A A A A = =
Topological Polar Surface Area	146.0
Monoisotopic Mass	416.111
Exact Mass	416.111
XLogP3	None
XLogP3-AA	0.7
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	30
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

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.6975
Human Intestinal Absorption	HIA+	0.7855
Caco-2 Permeability	Caco2-	0.9398
P-glycoprotein Substrate	Substrate	0.5905
P-glycoprotein Inhibitor	Non-inhibitor	0.8782
P-glycoprotein Inhibitor	Non-inhibitor	0.7968
Renal Organic Cation Transporter	Non-inhibitor	0.8921
Distribution
Subcellular localization	Mitochondria	0.6068
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8116
CYP450 2D6 Substrate	Non-substrate	0.8923
CYP450 3A4 Substrate	Non-substrate	0.6035
CYP450 1A2 Inhibitor	Non-inhibitor	0.9084
CYP450 2C9 Inhibitor	Non-inhibitor	0.9296
CYP450 2D6 Inhibitor	Non-inhibitor	0.9513
CYP450 2C19 Inhibitor	Non-inhibitor	0.9289
CYP450 3A4 Inhibitor	Non-inhibitor	0.9193
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7728
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9813
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.6865
AMES Toxicity	AMES toxic	0.5776
Carcinogens	Non-carcinogens	0.9589
Fish Toxicity	High FHMT	0.8840
Tetrahymena Pyriformis Toxicity	High TPT	0.9542
Honey Bee Toxicity	High HBT	0.6404
Biodegradation	Not ready biodegradable	0.6259
Acute Oral Toxicity	III	0.4045
Carcinogenicity (Three-class)	Non-required	0.7144

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-2.4489	LogS
Caco-2 Permeability	-0.8582	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.3869	LD50, mol/kg
Fish Toxicity	1.0156	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.3284	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 Pyranones and derivatives Organic oxides Benzene and substituted derivatives Primary alcohols Hydrocarbon derivatives Secondary alcohols Isoflavones 1-hydroxy-2-unsubstituted benzenoids Oxanes Chromones 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 - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Pyran - Monocyclic benzene moiety - Oxane - Benzenoid - Monosaccharide - Heteroaromatic compound - Secondary alcohol - Polyol - Acetal - Oxacycle - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Alcohol - 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.

From ClassyFire

From T3DB