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Vanillic acid

Odors

Receptor Interaction

Image
2D Structure
3D Conformer
image of chemical
 

Odor Profile

Strength: medium
Evidences:

19261596

Saito H, Chi Q, Zhuang H, Matsunami H, Mainland JD. Odor coding by a Mammalian receptor repertoire. Sci Signal. 2009 Mar 3;2(60):ra9. doi: 10.1126/scisignal.2000016.

General Information

Common Name: Vanillic acid
IUPAC Name: 4-hydroxy-3-methoxybenzoic acid
Molecular Formula: C8H8O4
SMILES: COC1=C(C=CC(=C1)C(=O)O)O
Inchi: 1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
Inchi Key: WKOLLVMJNQIZCI-UHFFFAOYSA-N
Cas No: 121-34-6

Functional Group

Acid
Ethers
Phenol

Drug Likeness

Name Value
Lipinski Violations 0
Ghose Violations 0
Veber Violations 0
Egan Violations 0
Muegge Violations 1

Cross References

PubChem: 8468
Zinc: ZINC338275 
OdoRactor: View
TGSC: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 168.15
Mass (g/mol) 168.042
Molar Refractivity 41.92
Net Charge -1
HBD 2
HBA 4
Rt Bonds 2
Rings 1
TPSA 66.76
Hetero Atoms 4
Heavy Atoms 12
Aromatic Heavy Atoms 6
Melting Point (°C) 210.00 to 213.00
Boiling Point (°C@760.00mm Hg) 353.43
Vapor Pressure (mmHg@25.00 °C) 0.00002
Vapor Density (Air =1)
Fraction Csp3 0.12
LogP 1.099
iLOGP 1.40
XLOGP3 1.43
WLOGP 1.10
MLOGP 0.74
ESOL Log S -2.02
ESOL Solubility (mg/ml) 1.6
ESOL Solubility (mol/l) 0.01
ESOL Class: esol_class Soluble
Ali Log S -2.44
Ali Solubility (mg/ml) 0.62
Ali Solubility (mol/l) 0
Ali Class Soluble
Silicos-IT LogSw -1.32
Silicos-IT Solubility (mg/ml) 8.1
Silicos-IT Solubility (mol/l) 0.05
Silicos-IT Class Soluble

Pharmacokinetic profile

Name Value
GI Absorption High
BBB Permeable 0
PgP Substrate 0
Log Kp (cm/s) -6.31
Bioavailability Score 0.85
Caco2 1
Human Intestinal Absorption 1
Plasm Protein Binding 0.82
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 0
CYP2C9 Inhibitor 0
CYP2D6 inhibitor 0
CYP3A4 inhibitor 0
Ames mutagenesis 0
Acute Oral Toxicity 1.434
Carcinogenicity (Binary) 0
Carcinogenicity (Trinary) Non-required
Eye Irritation 1
Hepatotoxicity 0
Androgen Receptor Binding 0
Aromatase Binding 0
Estrogen Receptor Binding 0
Glucocorticoid Receptor Binding 0
Thyroid Receptor Binding 0
BRCP inhibitor 0
BSEP inhibitor 0
OATP1B1 inhibitor 1
OATP1B3 inhibitor 1
OATP2B1 inhibitor 0
OCT1 inhibitor 0
OCT2 inhibitor 0