Basic Info

Common NameDihydrocapsiate(F11071)
2D Structure
FRCD IDF11071
CAS Number205687-03-2
PubChem CID9873754
FormulaC18H28O4
IUPAC Name

(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate

InChI Key

RBCYRZPENADQGZ-UHFFFAOYSA-N

InChI

InChI=1S/C18H28O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h10-12,14,19H,4-9,13H2,1-3H3

Canonical SMILES

CC(C)CCCCCCC(=O)OCC1=CC(=C(C=C1)O)OC

Isomeric SMILES

CC(C)CCCCCCC(=O)OCC1=CC(=C(C=C1)O)OC

WikipediaDihydrocapsiate
Synonyms
        
            dihydrocapsiate
        
            205687-03-2
        
            UNII-W2F7769AEU
        
            W2F7769AEU
        
            CCRIS 9424
        
            Nonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester
        
            Vanillyl 8-methylnonanoate
        
            SCHEMBL1585862
        
            DTXSID80174576
        
            4-Hydroxy-3-methoxybenzyl 8-methylnonanoate
        
Classifies
                

                  
                    Food Additive
                  

                
        
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
SubstituentsBenzyloxycarbonyl - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Methoxybenzene - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Alkyl aryl ether - Fatty acyl - Monocyclic benzene moiety - Carboxylic acid ester - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Organooxygen compound - Carbonyl group - 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 Weight308.418
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Complexity304
Monoisotopic Mass308.199
Exact Mass308.199
XLogP5
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.7364
Human Intestinal AbsorptionHIA+0.9190
Caco-2 PermeabilityCaco2+0.8269
P-glycoprotein SubstrateSubstrate0.5206
P-glycoprotein InhibitorNon-inhibitor0.8290
Inhibitor0.5000
Renal Organic Cation TransporterNon-inhibitor0.8066
Distribution
Subcellular localizationMitochondria0.9488
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8016
CYP450 2D6 SubstrateNon-substrate0.8151
CYP450 3A4 SubstrateSubstrate0.6520
CYP450 1A2 InhibitorNon-inhibitor0.5286
CYP450 2C9 InhibitorNon-inhibitor0.7223
CYP450 2D6 InhibitorNon-inhibitor0.9082
CYP450 2C19 InhibitorNon-inhibitor0.7344
CYP450 3A4 InhibitorNon-inhibitor0.5715
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9280
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9455
Non-inhibitor0.7386
AMES ToxicityNon AMES toxic0.8877
CarcinogensNon-carcinogens0.8773
Fish ToxicityHigh FHMT0.9743
Tetrahymena Pyriformis ToxicityHigh TPT0.9983
Honey Bee ToxicityHigh HBT0.7000
BiodegradationReady biodegradable0.6515
Acute Oral ToxicityIII0.7045
Carcinogenicity (Three-class)Non-required0.7006

Model Value Unit
Absorption
Aqueous solubility-4.6110LogS
Caco-2 Permeability1.0080LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9804LD50, mol/kg
Fish Toxicity0.5056pLC50, mg/L
Tetrahymena Pyriformis Toxicity2.0148pIGC50, ug/L