(E)-4-Hydroxy-3,5-dimethoxycinnamaldehyde

General Information

Chemical name	(E)-4-Hydroxy-3,5-dimethoxycinnamaldehyde
CAS number	4206-58-0
COE number	10341
Flavouring type	substances
FL No.	05.154
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5280802
IUPAC Name	(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal
InChI	InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+
InChI Key	CDICDSOGTRCHMG-ONEGZZNKSA-N
Canonical SMILES	COC1=CC(=CC(=C1O)OC)C=CC=O
Molecular Formula	C11H12O4
Wikipedia	Sinapaldehyde

From Pubchem

Property Name	Property Value
Molecular Weight	208.213
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Complexity	213.0
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 g m A I y B o A A B g C I A i h S g A A C C A A g I A A I i A A G i M g N J y K G M R q A c C M l w B U L u Y e A 4 B w 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	208.074
Exact Mass	208.074
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	15
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.8137
Human Intestinal Absorption	HIA+	0.9919
Caco-2 Permeability	Caco2+	0.8290
P-glycoprotein Substrate	Non-substrate	0.6095
P-glycoprotein Inhibitor	Non-inhibitor	0.7375
P-glycoprotein Inhibitor	Non-inhibitor	0.7699
Renal Organic Cation Transporter	Non-inhibitor	0.9013
Distribution
Subcellular localization	Mitochondria	0.8351
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7785
CYP450 2D6 Substrate	Non-substrate	0.8580
CYP450 3A4 Substrate	Non-substrate	0.5920
CYP450 1A2 Inhibitor	Non-inhibitor	0.5959
CYP450 2C9 Inhibitor	Non-inhibitor	0.9738
CYP450 2D6 Inhibitor	Non-inhibitor	0.9286
CYP450 2C19 Inhibitor	Non-inhibitor	0.5773
CYP450 3A4 Inhibitor	Non-inhibitor	0.6917
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6619
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9686
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9670
AMES Toxicity	Non AMES toxic	0.9009
Carcinogens	Non-carcinogens	0.8620
Fish Toxicity	High FHMT	0.9234
Tetrahymena Pyriformis Toxicity	High TPT	0.9917
Honey Bee Toxicity	High HBT	0.8168
Biodegradation	Ready biodegradable	0.6139
Acute Oral Toxicity	III	0.6485
Carcinogenicity (Three-class)	Non-required	0.6666

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-2.1215	LogS
Caco-2 Permeability	1.2691	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2858	LD50, mol/kg
Fish Toxicity	0.6761	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.8316	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Phenols
Subclass	Methoxyphenols
Intermediate Tree Nodes	Not available
Direct Parent	Methoxyphenols
Alternative Parents	Aldehydes Alkyl aryl ethers Dimethoxybenzenes Styrenes Enals Hydrocarbon derivatives Cinnamaldehydes Organic oxides Anisoles Phenoxy compounds
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Cinnamaldehyde - Methoxyphenol - Dimethoxybenzene - M-dimethoxybenzene - Methoxybenzene - Anisole - Phenoxy compound - Styrene - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Alpha,beta-unsaturated aldehyde - Enal - Ether - Aldehyde - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

From ClassyFire