4-Hydroxy-3,5-dimethoxyacetophenone

Chemical name	4-Hydroxy-3,5-dimethoxyacetophenone
CAS number	2478-38-8
COE number	11105
Flavouring type	substances
FL No.	07.164
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	17198
IUPAC Name	1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone
InChI	InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3
InChI Key	OJOBTAOGJIWAGB-UHFFFAOYSA-N
Canonical SMILES	CC(=O)C1=CC(=C(C(=C1)OC)O)OC
Molecular Formula	C10H12O4
Wikipedia	acetosyringone

From Pubchem

Property Name	Property Value
Molecular Weight	196.202
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Complexity	190.0
CACTVS Substructure Key Fingerprint	A A A D c c B w 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 A A A A A A A A A A A B A A A A G g A A C A A A D A S A 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 A i A E G i M g N J z K G N R q A c S M l w B U L u Y e K 7 L z O I A A B C A A A Q A B A A A I Q A A C A A A A A A A A A A A = =
Topological Polar Surface Area	55.8
Monoisotopic Mass	196.074
Exact Mass	196.074
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
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

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.8203
Human Intestinal Absorption	HIA+	0.9819
Caco-2 Permeability	Caco2+	0.8281
P-glycoprotein Substrate	Non-substrate	0.6489
P-glycoprotein Inhibitor	Non-inhibitor	0.7672
P-glycoprotein Inhibitor	Non-inhibitor	0.7569
Renal Organic Cation Transporter	Non-inhibitor	0.9091
Distribution
Subcellular localization	Mitochondria	0.8813
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7913
CYP450 2D6 Substrate	Non-substrate	0.7780
CYP450 3A4 Substrate	Non-substrate	0.5691
CYP450 1A2 Inhibitor	Non-inhibitor	0.7261
CYP450 2C9 Inhibitor	Non-inhibitor	0.9944
CYP450 2D6 Inhibitor	Non-inhibitor	0.9374
CYP450 2C19 Inhibitor	Non-inhibitor	0.7886
CYP450 3A4 Inhibitor	Non-inhibitor	0.8467
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8362
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9739
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9616
AMES Toxicity	Non AMES toxic	0.9310
Carcinogens	Non-carcinogens	0.8252
Fish Toxicity	High FHMT	0.7809
Tetrahymena Pyriformis Toxicity	High TPT	0.9635
Honey Bee Toxicity	High HBT	0.8139
Biodegradation	Ready biodegradable	0.5612
Acute Oral Toxicity	III	0.6252
Carcinogenicity (Three-class)	Non-required	0.6658

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.1673	LogS
Caco-2 Permeability	1.3238	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.6080	LD50, mol/kg
Fish Toxicity	1.5044	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.3224	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organic oxygen compounds
Class	Organooxygen compounds
Subclass	Carbonyl compounds
Intermediate Tree Nodes	Ketones - Aryl ketones - Phenylketones
Direct Parent	Alkyl-phenylketones
Alternative Parents	Alkyl aryl ethers Aryl alkyl ketones Hydrocarbon derivatives Organic oxides Dimethoxybenzenes Anisoles Acetophenones Phenoxy compounds Methoxyphenols Benzoyl derivatives
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Alkyl-phenylketone - M-dimethoxybenzene - Dimethoxybenzene - Methoxyphenol - Acetophenone - Phenoxy compound - Anisole - Methoxybenzene - Aryl alkyl ketone - Benzoyl - Phenol ether - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Ether - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.