OlfactionBase: A repository of Odors, Odorants, Olfactory Receptors and related information
  1. Home
  2. Odorants

Limonene

Odors

Receptor Interaction

Image
2D Structure
3D Conformer
image of chemical
 

Odor Profile

Strength: medium
Evidences:

14983052

Malnic B, Godfrey PA, Buck LB. The human olfactory receptor gene family. Proc Natl Acad Sci U S A. 2004 Feb 24;101(8):2584-9. doi: 10.1073/pnas.0307882100. Erratum in: Proc Natl Acad Sci U S A. 2004 May 4;101(18):7205.

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: Limonene
IUPAC Name: 1-methyl-4-prop-1-en-2-ylcyclohexene
Molecular Formula: C6H14S3
SMILES: CC1=CCC(CC1)C(=C)C
Inchi: 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
Inchi Key: XMGQYMWWDOXHJM-UHFFFAOYSA-N
Cas No: 138-86-3

Functional Group

Hydrocarbons

Drug Likeness

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

Cross References

PubChem: 22311
Zinc: ZINC967513
OdoRactor: View
TGSC: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 182.37
Mass (g/mol) 136.125
Molar Refractivity 53.73
Net Charge
HBD
HBA 0
Rt Bonds 6
Rings 1
TPSA 75.90
Hetero Atoms 0
Heavy Atoms 9
Aromatic Heavy Atoms 0
Melting Point (°C) -40
Boiling Point (°C@760.00mm Hg) 176
Vapor Pressure (mmHg@25.00 °C) 1.55
Vapor Density (Air =1) 4.7
Fraction Csp3 1.00
LogP 3.309
iLOGP 2.90
XLOGP3 3.14
WLOGP 3.84
MLOGP 2.60
ESOL Log S -2.55
ESOL Solubility (mg/ml) 0.511
ESOL Solubility (mol/l) 0.003
ESOL Class: esol_class Soluble
Ali Log S -4.40
Ali Solubility (mg/ml) 0.01
Ali Solubility (mol/l) 0
Ali Class Moderately soluble
Silicos-IT LogSw -2.60
Silicos-IT Solubility (mg/ml) 0.45
Silicos-IT Solubility (mol/l) 0
Silicos-IT Class Soluble

Pharmacokinetic profile

Name Value
GI Absorption High
BBB Permeable 1
PgP Substrate 0
Log Kp (cm/s) -5.18
Bioavailability Score 0.55
Caco2 1
Human Intestinal Absorption 1
Plasm Protein Binding 0.373
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 0
CYP2C9 Inhibitor 0
CYP2D6 inhibitor 0
CYP3A4 inhibitor 0
Ames mutagenesis 0
Acute Oral Toxicity 1.856
Carcinogenicity (Binary) 0
Carcinogenicity (Trinary) Warning
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