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Cinnamic acid

Odors

Receptor Interaction

Image
2D Structure
3D Conformer
image of chemical
 

Odor Profile

Strength: low
Evidences:

15647465

Sanz G, Schlegel C, Pernollet JC, Briand L. Comparison of odorant specificity of two human olfactory receptors from different phylogenetic classes and evidence for antagonism. Chem Senses. 2005 Jan;30(1):69-80. doi: 10.1093/chemse/bji002.

General Information

Common Name: Cinnamic acid
IUPAC Name: (E)-3-phenylprop-2-enoic acid
Molecular Formula: C4H10O
SMILES: C1=CC=C(C=C1)C=CC(=O)O
Inchi: 1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
Inchi Key: WBYWAXJHAXSJNI-VOTSOKGWSA-N
Cas No: 140-10-3

Functional Group

Acid
Esters

Drug Likeness

Name Value
Lipinski Violations 0
Ghose Violations 3
Veber Violations 0
Egan Violations 0
Muegge Violations 3

Cross References

PubChem: 444539
Zinc: ZINC16051516
OdoRactor: View
TGSC: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 74.12
Mass (g/mol) 148.052
Molar Refractivity 22.50
Net Charge -1
HBD 1
HBA 1
Rt Bonds 1
Rings 1
TPSA 20.23
Hetero Atoms 2
Heavy Atoms 5
Aromatic Heavy Atoms 0
Melting Point (°C) 132.00 to 135.00
Boiling Point (°C@760.00mm Hg) 295.00 to 305.00  
Vapor Pressure (mmHg@25.00 °C) 0.00471
Vapor Density (Air =1)
Fraction Csp3 1.00
LogP 1.784
iLOGP 1.60
XLOGP3 0.61
WLOGP 0.78
MLOGP 0.75
ESOL Log S -0.62
ESOL Solubility (mg/ml) 17.9
ESOL Solubility (mol/l) 0.241
ESOL Class: esol_class Very soluble
Ali Log S -0.61
Ali Solubility (mg/ml) 18.2
Ali Solubility (mol/l) 0.25
Ali Class Very soluble
Silicos-IT LogSw -0.40
Silicos-IT Solubility (mg/ml) 29.6
Silicos-IT Solubility (mol/l) 0.4
Silicos-IT Class Soluble

Pharmacokinetic profile

Name Value
GI Absorption High
BBB Permeable 1
PgP Substrate 0
Log Kp (cm/s) -6.32
Bioavailability Score 0.55
Caco2 1
Human Intestinal Absorption 1
Plasm Protein Binding 0.799
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 0
CYP2C9 Inhibitor 0
CYP2D6 inhibitor 0
CYP3A4 inhibitor 0
Ames mutagenesis 0
Acute Oral Toxicity 1.672
Carcinogenicity (Binary) 0
Carcinogenicity (Trinary) Non-required
Eye Irritation 1
Hepatotoxicity 0
Androgen Receptor Binding 1
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