4-{[(14beta,17alpha)-3-hydroxyestra-1,3,5(10)-trien-17-yl]oxy}-4-oxobutanoic acid

Identification

Name
4-{[(14beta,17alpha)-3-hydroxyestra-1,3,5(10)-trien-17-yl]oxy}-4-oxobutanoic acid
Accession Number
DB07891
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
VQV5064VG6
CAS number
Not Available
Weight
Average: 372.4547
Monoisotopic: 372.193674006
Chemical Formula
C22H28O5
InChI Key
YJPIDPAGJSWWBE-FNIAAEIWSA-N
InChI
InChI=1S/C22H28O5/c1-22-11-10-16-15-5-3-14(23)12-13(15)2-4-17(16)18(22)6-7-19(22)27-21(26)9-8-20(24)25/h3,5,12,16-19,23H,2,4,6-11H2,1H3,(H,24,25)/t16-,17-,18+,19+,22+/m1/s1
IUPAC Name
4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-14-yl]oxy}-4-oxobutanoic acid
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=C(C=CC(O)=C4)[C@@]3([H])CC[C@]12C)OC(=O)CCC(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
66440
PubChem Substance
99444362
ChemSpider
59813
ChEMBL
CHEMBL1233274
HET
HE7
PDB Entries
2z77

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0048 mg/mLALOGPS
logP3.82ALOGPS
logP4.01ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.31ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity99.95 m3·mol-1ChemAxon
Polarizability41.84 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9632
Blood Brain Barrier+0.809
Caco-2 permeable-0.513
P-glycoprotein substrateSubstrate0.7904
P-glycoprotein inhibitor INon-inhibitor0.8806
P-glycoprotein inhibitor IINon-inhibitor0.6136
Renal organic cation transporterNon-inhibitor0.843
CYP450 2C9 substrateNon-substrate0.733
CYP450 2D6 substrateNon-substrate0.876
CYP450 3A4 substrateSubstrate0.6825
CYP450 1A2 substrateNon-inhibitor0.7777
CYP450 2C9 inhibitorNon-inhibitor0.9573
CYP450 2D6 inhibitorNon-inhibitor0.9626
CYP450 2C19 inhibitorNon-inhibitor0.9327
CYP450 3A4 inhibitorNon-inhibitor0.8053
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9132
Ames testNon AMES toxic0.7886
CarcinogenicityNon-carcinogens0.9336
BiodegradationNot ready biodegradable0.9753
Rat acute toxicity2.3962 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9303
hERG inhibition (predictor II)Non-inhibitor0.5114
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4i-2910000000-7de5840e5014d18084ad

Taxonomy

Description
This compound belongs to the class of organic compounds known as steroid esters. These are compounds containing a steroid moiety which bears a carboxylic acid ester group.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Steroid esters
Direct Parent
Steroid esters
Alternative Parents
Estrogens and derivatives / 3-hydroxysteroids / Phenanthrenes and derivatives / Tetralins / 1-hydroxy-2-unsubstituted benzenoids / Dicarboxylic acids and derivatives / Carboxylic acid esters / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Steroid ester / Estrogen-skeleton / 3-hydroxysteroid / Estrane-skeleton / Hydroxysteroid / Phenanthrene / Tetralin / 1-hydroxy-2-unsubstituted benzenoid / Benzenoid / Dicarboxylic acid or derivatives
show 9 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Drug created on September 15, 2010 15:26 / Updated on November 02, 2018 06:40