3′,7-DIHYDROXY-4′-METHOXYFLAVAN

Relevant Data

CAS number:	76426-35-2
JECFA number:	2170
FEMA number:	4708
Functional Class:	Food Additives FLAVOUR_ENHANCER

From apps.who.int

Evaluation year:	2012
ADI:	No safety concern at current levels of intake when used as a flavouring agent
Specs Code:	N
Report:	TRS 974-JECFA 76
Tox Monograph:	FAS 67 JECFA 76
Specification:	Compendium of FAO food additive specifications

From apps.who.int

2D Structure
CID	11196546
IUPAC Name	2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
InChI	InChI=1S/C16H16O4/c1-19-15-7-4-11(8-13(15)18)14-6-3-10-2-5-12(17)9-16(10)20-14/h2,4-5,7-9,14,17-18H,3,6H2,1H3
InChI Key	KGTOSQKIOMIICT-UHFFFAOYSA-N
Canonical SMILES	COC1=C(C=C(C=C1)C2CCC3=C(O2)C=C(C=C3)O)O
Molecular Formula	C16H16O4

From Pubchem

Property Name	Property Value
Molecular Weight	272.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Complexity	322.0
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 0 Y I A A A A A A A A C R Q A A A G g A A C A A A D B S g m A I y B o A A B g C A A i B C A A A C C A A g I A A I i A A G i I g N J y K G M R q C e C O l w B U L u A f A 4 P w O I A A B C A A I Q A B A A A I Q A B C A A A A A A A A A A A = =
Topological Polar Surface Area	58.9
Monoisotopic Mass	272.105
Exact Mass	272.105
XLogP3	None
XLogP3-AA	3.1
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	20
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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+	0.5353
Human Intestinal Absorption	HIA+	0.9686
Caco-2 Permeability	Caco2+	0.8264
P-glycoprotein Substrate	Substrate	0.6175
P-glycoprotein Inhibitor	Non-inhibitor	0.6202
P-glycoprotein Inhibitor	Inhibitor	0.6382
Renal Organic Cation Transporter	Non-inhibitor	0.8449
Distribution
Subcellular localization	Mitochondria	0.7987
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7622
CYP450 2D6 Substrate	Non-substrate	0.8201
CYP450 3A4 Substrate	Non-substrate	0.5000
CYP450 1A2 Inhibitor	Inhibitor	0.8474
CYP450 2C9 Inhibitor	Inhibitor	0.7150
CYP450 2D6 Inhibitor	Non-inhibitor	0.7872
CYP450 2C19 Inhibitor	Inhibitor	0.8246
CYP450 3A4 Inhibitor	Non-inhibitor	0.7499
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.6935
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9026
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7433
AMES Toxicity	Non AMES toxic	0.7630
Carcinogens	Non-carcinogens	0.9508
Fish Toxicity	High FHMT	0.5901
Tetrahymena Pyriformis Toxicity	High TPT	0.9949
Honey Bee Toxicity	High HBT	0.6535
Biodegradation	Not ready biodegradable	0.9044
Acute Oral Toxicity	III	0.7208
Carcinogenicity (Three-class)	Non-required	0.5232

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-3.5891	LogS
Caco-2 Permeability	0.8375	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2766	LD50, mol/kg
Fish Toxicity	0.6394	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.2896	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids
Subclass	O-methylated flavonoids
Intermediate Tree Nodes	Not available
Direct Parent	4'-O-methylated flavonoids
Alternative Parents	Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Methoxybenzenes Hydrocarbon derivatives Flavans 7-hydroxyflavonoids 1-hydroxy-2-unsubstituted benzenoids Anisoles Phenoxy compounds Methoxyphenols 1-benzopyrans Oxacyclic compounds 3'-hydroxyflavonoids
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	4p-methoxyflavonoid-skeleton - Hydroxyflavonoid - 7-hydroxyflavonoid - 3'-hydroxyflavonoid - Flavan - Benzopyran - Methoxyphenol - Chromane - 1-benzopyran - Phenoxy compound - Phenol ether - Anisole - Methoxybenzene - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Organoheterocyclic compound - Oxacycle - Ether - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

From ClassyFire