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Diethylstilbestrol

Odors

No information available

Receptor Interaction

No receptors available
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2D Structure
3D Conformer
image of chemical
 

General Information

Common Name: Diethylstilbestrol
IUPAC Name: 4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
Molecular Formula: C18H20O2
SMILES: CC/C(=C(/CC)C1=CC=C(C=C1)O)/C2=CC=C(C=C2)O
Inchi: 1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
Inchi Key: RGLYKWWBQGJZGM-ISLYRVAYSA-N
Cas No: 56-53-1

Functional Group

Drug Likeness

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

Cross References

PubChem: 448537
Zinc: ZINC1290
OdoRactor: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 305.20
Mass (g/mol) 268.146
Molar Refractivity 78.91
Net Charge
HBD 2
HBA 3
Rt Bonds 8
Rings 2
TPSA 66.56
Hetero Atoms 2
Heavy Atoms 19
Aromatic Heavy Atoms 6
Melting Point (°C) 169-172
Boiling Point (°C@760.00mm Hg)
Vapor Pressure (mmHg@25.00 °C)
Vapor Density (Air =1) 5.3
Fraction Csp3 0.46
LogP 4.829
iLOGP 2.22
XLOGP3 0.20
WLOGP 1.92
MLOGP -0.03
ESOL Log S -1.56
ESOL Solubility (mg/ml) 8.33
ESOL Solubility (mol/l) 0.027
ESOL Class: esol_class Very soluble
Ali Log S -1.16
Ali Solubility (mg/ml) 21.3
Ali Solubility (mol/l) 0.07
Ali Class Very soluble
Silicos-IT LogSw -4.04
Silicos-IT Solubility (mg/ml) 0.03
Silicos-IT Solubility (mol/l) 0
Silicos-IT Class Moderately soluble

Pharmacokinetic profile

Name Value
GI Absorption High
BBB Permeable 1
PgP Substrate 0
Log Kp (cm/s) -8.02
Bioavailability Score 0.55
Caco2 1
Human Intestinal Absorption 1
Plasm Protein Binding 0.668
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 0
CYP2C9 Inhibitor 0
CYP2D6 inhibitor 0
CYP3A4 inhibitor 0
Ames mutagenesis 0
Acute Oral Toxicity 1.506
Carcinogenicity (Binary) 0
Carcinogenicity (Trinary) Danger
Eye Irritation 0
Hepatotoxicity 0
Androgen Receptor Binding 1
Aromatase Binding 1
Estrogen Receptor Binding 1
Glucocorticoid Receptor Binding 1
Thyroid Receptor Binding 1
BRCP inhibitor 1
BSEP inhibitor 1
OATP1B1 inhibitor 1
OATP1B3 inhibitor 0
OATP2B1 inhibitor 1
OCT1 inhibitor 1
OCT2 inhibitor 0