Synthetic dihydrocapsiate

From www.fda.gov

2D Structure
CID	9873754
IUPAC Name	(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate
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
InChI Key	RBCYRZPENADQGZ-UHFFFAOYSA-N
Canonical SMILES	CC(C)CCCCCCC(=O)OCC1=CC(=C(C=C1)O)OC
Molecular Formula	C18H28O4
Wikipedia	dihydrocapsiate

From Pubchem

Property Name	Property Value
Molecular Weight	308.418
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	11
Complexity	304.0
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 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 Q S g m A I y D o A A B g C I A i D S C A A C C A A g I A A I i A E G i I g N J j K G M R q C c C M k w B E L u A f I 6 P y O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = =
Topological Polar Surface Area	55.8
Monoisotopic Mass	308.199
Exact Mass	308.199
XLogP3	None
XLogP3-AA	5.0
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	22
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+	0.7364
Human Intestinal Absorption	HIA+	0.9190
Caco-2 Permeability	Caco2+	0.8269
P-glycoprotein Substrate	Substrate	0.5206
P-glycoprotein Inhibitor	Non-inhibitor	0.8290
P-glycoprotein Inhibitor	Inhibitor	0.5000
Renal Organic Cation Transporter	Non-inhibitor	0.8066
Distribution
Subcellular localization	Mitochondria	0.9488
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8016
CYP450 2D6 Substrate	Non-substrate	0.8151
CYP450 3A4 Substrate	Substrate	0.6520
CYP450 1A2 Inhibitor	Non-inhibitor	0.5286
CYP450 2C9 Inhibitor	Non-inhibitor	0.7223
CYP450 2D6 Inhibitor	Non-inhibitor	0.9082
CYP450 2C19 Inhibitor	Non-inhibitor	0.7344
CYP450 3A4 Inhibitor	Non-inhibitor	0.5715
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9280
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9455
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7386
AMES Toxicity	Non AMES toxic	0.8877
Carcinogens	Non-carcinogens	0.8773
Fish Toxicity	High FHMT	0.9743
Tetrahymena Pyriformis Toxicity	High TPT	0.9983
Honey Bee Toxicity	High HBT	0.7000
Biodegradation	Ready biodegradable	0.6515
Acute Oral Toxicity	III	0.7045
Carcinogenicity (Three-class)	Non-required	0.7006

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-4.6110	LogS
Caco-2 Permeability	1.0080	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.9804	LD50, mol/kg
Fish Toxicity	0.5056	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.0148	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Phenols
Subclass	Methoxyphenols
Intermediate Tree Nodes	Not available
Direct Parent	Methoxyphenols
Alternative Parents	Carboxylic acid esters Methoxybenzenes Alkyl aryl ethers Fatty acid esters Hydrocarbon derivatives Organic oxides 1-hydroxy-2-unsubstituted benzenoids Anisoles Phenoxy compounds Benzyloxycarbonyls Monocarboxylic acids and derivatives Carbonyl compounds
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Benzyloxycarbonyl - 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
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.