4-Hydroxy-3,5-dimethoxycinnamaldehyde

Basic Info

Common Name4-Hydroxy-3,5-dimethoxycinnamaldehyde(F03025)
2D Structure
FRCD IDF03025
CAS Number4206-58-0
PubChem CID119216
FormulaC11H12O4
IUPAC Name

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal

InChI Key

CDICDSOGTRCHMG-UHFFFAOYSA-N

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

Canonical SMILES

COC1=CC(=CC(=C1O)OC)C=CC=O

Isomeric SMILES

COC1=CC(=CC(=C1O)OC)C=CC=O

Synonyms
        
            ACMC-20ajgd
        
            AC1L3OEQ
        
            2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-
        
            CTK3C4640
        
            CTK3J7009
        
            CDICDSOGTRCHMG-UHFFFAOYSA-N
        
            3,5-dimethoxy-4 hydroxycinnamaldehyde
        
            87345-53-7
        
            FT-0714545
        
            Trans-3,5-Dimethoxy-4-Hydroxy Cinnamaldehyde
Classifies
                

                  
                    Predicted: Veterinary Drug
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
SubclassMethoxyphenols
Intermediate Tree NodesNot available
Direct ParentMethoxyphenols
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsCinnamaldehyde - 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
DescriptionThis 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.

Properties

Property NameProperty Value
Molecular Weight208.213
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Complexity213
Monoisotopic Mass208.074
Exact Mass208.074
XLogP1.4
Formal Charge0
Heavy Atom Count15
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8137
Human Intestinal AbsorptionHIA+0.9919
Caco-2 PermeabilityCaco2+0.8290
P-glycoprotein SubstrateNon-substrate0.6095
P-glycoprotein InhibitorNon-inhibitor0.7375
Non-inhibitor0.7699
Renal Organic Cation TransporterNon-inhibitor0.9013
Distribution
Subcellular localizationMitochondria0.8351
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7785
CYP450 2D6 SubstrateNon-substrate0.8580
CYP450 3A4 SubstrateNon-substrate0.5920
CYP450 1A2 InhibitorNon-inhibitor0.5959
CYP450 2C9 InhibitorNon-inhibitor0.9738
CYP450 2D6 InhibitorNon-inhibitor0.9286
CYP450 2C19 InhibitorNon-inhibitor0.5773
CYP450 3A4 InhibitorNon-inhibitor0.6917
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6619
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9686
Non-inhibitor0.9670
AMES ToxicityNon AMES toxic0.9009
CarcinogensNon-carcinogens0.8620
Fish ToxicityHigh FHMT0.9234
Tetrahymena Pyriformis ToxicityHigh TPT0.9917
Honey Bee ToxicityHigh HBT0.8168
BiodegradationReady biodegradable0.6139
Acute Oral ToxicityIII0.6485
Carcinogenicity (Three-class)Non-required0.6666
Model Value Unit
Absorption
Aqueous solubility-2.1215LogS
Caco-2 Permeability1.2691LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2858LD50, mol/kg
Fish Toxicity0.6761pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8316pIGC50, ug/L

References

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