Methyl vanillate

General Information

Chemical name	Methyl vanillate
CAS number	3943-74-6
COE number	2305
Flavouring type	substances
FL No.	09.799
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	19844
IUPAC Name	methyl 4-hydroxy-3-methoxybenzoate
InChI	InChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3
InChI Key	BVWTXUYLKBHMOX-UHFFFAOYSA-N
Canonical SMILES	COC1=C(C=CC(=C1)C(=O)OC)O
Molecular Formula	C9H10O4
Wikipedia	methyl vanillate

From Pubchem

Property Name	Property Value
Molecular Weight	182.175
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Complexity	181.0
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 D o A A B g C I A i D S C A A C C A A k I A A I i A E G i M g N J j K G N R q A c S M k w B E L u Y f K 7 D z 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	182.058
Exact Mass	182.058
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	13
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

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.7607
Human Intestinal Absorption	HIA+	0.9401
Caco-2 Permeability	Caco2+	0.7749
P-glycoprotein Substrate	Non-substrate	0.6740
P-glycoprotein Inhibitor	Non-inhibitor	0.9003
P-glycoprotein Inhibitor	Non-inhibitor	0.9173
Renal Organic Cation Transporter	Non-inhibitor	0.9098
Distribution
Subcellular localization	Mitochondria	0.9093
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7859
CYP450 2D6 Substrate	Non-substrate	0.8579
CYP450 3A4 Substrate	Non-substrate	0.6003
CYP450 1A2 Inhibitor	Non-inhibitor	0.9045
CYP450 2C9 Inhibitor	Non-inhibitor	0.9602
CYP450 2D6 Inhibitor	Non-inhibitor	0.9537
CYP450 2C19 Inhibitor	Non-inhibitor	0.9025
CYP450 3A4 Inhibitor	Non-inhibitor	0.9430
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9062
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9833
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9622
AMES Toxicity	Non AMES toxic	0.9425
Carcinogens	Non-carcinogens	0.8816
Fish Toxicity	High FHMT	0.7953
Tetrahymena Pyriformis Toxicity	High TPT	0.7767
Honey Bee Toxicity	High HBT	0.7891
Biodegradation	Ready biodegradable	0.8626
Acute Oral Toxicity	III	0.5484
Carcinogenicity (Three-class)	Non-required	0.6745

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-2.0771	LogS
Caco-2 Permeability	0.9051	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.3185	LD50, mol/kg
Fish Toxicity	1.5360	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.3383	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Benzene and substituted derivatives
Subclass	Benzoic acids and derivatives
Intermediate Tree Nodes	Methoxybenzoic acids and derivatives
Direct Parent	M-methoxybenzoic acids and derivatives
Alternative Parents	Alkyl aryl ethers p-Hydroxybenzoic acid alkyl esters Methoxybenzenes Organic oxides Monocarboxylic acids and derivatives Methyl esters Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids Benzoyl derivatives Phenoxy compounds Methoxyphenols Anisoles
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	P-hydroxybenzoic acid alkyl ester - P-hydroxybenzoic acid ester - M-methoxybenzoic acid or derivatives - Methoxyphenol - Benzoate ester - Phenoxy compound - Anisole - Methoxybenzene - Benzoyl - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Methyl ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

From ClassyFire

From T3DB