Equilenin
Identification
- Name
- Equilenin
- Accession Number
- DB03515
- Description
Equilenin is an estrogenic steroid produced by horses. It has a total of five double bonds in the A- and B-ring. High concentration of equilenin is found in the urine of pregnant mares.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Equilenin (DB03515)
- Weight
- Average: 266.3343
Monoisotopic: 266.13067982 - Chemical Formula
- C18H18O2
- Synonyms
- 3-Hydroxyestra-1,3,5(10),6,8-pentaen-17-one
- Equilenina
Pharmacology
Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:Accelerate your drug discovery research with our fully connected ADMET dataset- Indication
- Not Available
- Contraindications & Blackbox Warnings
Contraindications & Blackbox WarningsWith our commercial data, access important information on dangerous risks, contraindications, and adverse effects.Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism USteroid Delta-isomerase Not Available Comamonas testosteroni USteroid Delta-isomerase Not Available Pseudomonas putida - 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
- Adverse Effects
Reduce medical errorsand improve treatment outcomes with our comprehensive & structured data on drug adverse effects.Reduce medical errors & improve treatment outcomes with our adverse effects data- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbametapir The serum concentration of Equilenin can be increased when it is combined with Abametapir. Cenobamate The serum concentration of Equilenin can be decreased when it is combined with Cenobamate. Haloperidol The serum concentration of Haloperidol can be increased when it is combined with Equilenin. Metreleptin The metabolism of Equilenin can be increased when combined with Metreleptin. Pitolisant The serum concentration of Equilenin can be decreased when it is combined with Pitolisant. Ritonavir The serum concentration of Equilenin can be increased when it is combined with Ritonavir. Satralizumab The serum concentration of Equilenin can be decreased when it is combined with Satralizumab. Tucatinib The metabolism of Tucatinib can be decreased when combined with Equilenin. 
Improve patient outcomesBuild effective decision support tools with the industry’s most comprehensive drug-drug interaction checker.Learn more - Food Interactions
- Not Available
Categories
- Drug Categories
- 17-Ketosteroids
- Adrenal Cortex Hormones
- Cytochrome P-450 CYP3A Substrates
- Cytochrome P-450 CYP3A4 Substrates
- Cytochrome P-450 Substrates
- Estradiol Congeners
- Estranes
- Estrenes
- Fused-Ring Compounds
- Gonadal Hormones
- Gonadal Steroid Hormones
- Hormones
- Hormones, Hormone Substitutes, and Hormone Antagonists
- Ketosteroids
- Steroids
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- Sub Class
- Estrane steroids
- Direct Parent
- Estrogens and derivatives
- Alternative Parents
- 3-hydroxy delta-7-steroids / 17-oxosteroids / Delta-7-steroids / Phenanthrols / Naphthols and derivatives / Tetralins / 1-hydroxy-2-unsubstituted benzenoids / Ketones / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 17-oxosteroid / 2-naphthol / 3-hydroxy-delta-7-steroid / 3-hydroxysteroid / Aromatic homopolycyclic compound / Benzenoid / Carbonyl group / Delta-7-steroid / Estrogen-skeleton
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- 3-hydroxy steroid (CHEBI:34739) / Estrane and derivatives (C14303) / C18 steroids (estrogens) and derivatives (LMST02010007)
Chemical Identifiers
- UNII
- W8FTJ17C4J
- CAS number
- 517-09-9
- InChI Key
- PDRGHUMCVRDZLQ-WMZOPIPTSA-N
- InChI
- InChI=1S/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1
- IUPAC Name
- (3aS,11aS)-7-hydroxy-11a-methyl-1H,2H,3H,3aH,10H,11H,11aH-cyclopenta[a]phenanthren-1-one
- SMILES
- [H][C@@]12CCC(=O)[C@@]1(C)CCC1=C2C=CC2=C1C=CC(O)=C2
References
- Synthesis Reference
Sigfrid Schwarz, "Equilenin derivatives, methods for producing the same and medicaments containing them." U.S. Patent US20040138194, issued July 15, 2004.
US20040138194- General References
- Not Available
- External Links
- KEGG Compound
- C14303
- PubChem Compound
- 444865
- PubChem Substance
- 46509080
- ChemSpider
- 392668
- BindingDB
- 50423545
- ChEBI
- 34739
- ChEMBL
- CHEMBL225546
- ZINC
- ZINC000000393154
- PDBe Ligand
- EQU
- Wikipedia
- Equilenin
- PDB Entries
- 1cqs / 1gs3 / 1ogx / 1ogz / 1oh0 / 1oho / 1qjg / 1w6y / 3fzw / 3ipt … show 14 more
Clinical Trials
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
Property Value Source Water Solubility 0.0052 mg/mL ALOGPS logP 4.32 ALOGPS logP 4.3 ChemAxon logS -4.7 ALOGPS pKa (Strongest Acidic) 9.78 ChemAxon pKa (Strongest Basic) -5.5 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 2 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 37.3 Å2 ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 79.04 m3·mol-1 ChemAxon Polarizability 30.1 Å3 ChemAxon Number of Rings 4 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9385 Caco-2 permeable + 0.8879 P-glycoprotein substrate Substrate 0.5646 P-glycoprotein inhibitor I Non-inhibitor 0.8781 P-glycoprotein inhibitor II Non-inhibitor 0.8938 Renal organic cation transporter Non-inhibitor 0.7572 CYP450 2C9 substrate Non-substrate 0.7038 CYP450 2D6 substrate Non-substrate 0.8963 CYP450 3A4 substrate Substrate 0.6896 CYP450 1A2 substrate Inhibitor 0.8458 CYP450 2C9 inhibitor Non-inhibitor 0.9438 CYP450 2D6 inhibitor Non-inhibitor 0.9583 CYP450 2C19 inhibitor Non-inhibitor 0.909 CYP450 3A4 inhibitor Non-inhibitor 0.8107 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9085 Ames test Non AMES toxic 0.916 Carcinogenicity Non-carcinogens 0.8941 Biodegradation Not ready biodegradable 0.968 Rat acute toxicity 1.7016 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8623 hERG inhibition (predictor II) Inhibitor 0.528
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Comamonas testosteroni
- Pharmacological action
- Unknown
- General Function
- Steroid delta-isomerase activity
- Specific Function
- Not Available
- Gene Name
- ksi
- Uniprot ID
- P00947
- Uniprot Name
- Steroid Delta-isomerase
- Molecular Weight
- 13398.04 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
- Kind
- Protein
- Organism
- Pseudomonas putida
- Pharmacological action
- Unknown
- General Function
- Steroid delta-isomerase activity
- Specific Function
- Not Available
- Gene Name
- ksi
- Uniprot ID
- P07445
- Uniprot Name
- Steroid Delta-isomerase
- Molecular Weight
- 14535.48 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Gherezghiher TB, Michalsen B, Chandrasena RE, Qin Z, Sohn J, Thatcher GR, Bolton JL: The naphthol selective estrogen receptor modulator (SERM), LY2066948, is oxidized to an o-quinone analogous to the naphthol equine estrogen, equilenin. Chem Biol Interact. 2012 Mar 5;196(1-2):1-10. doi: 10.1016/j.cbi.2012.01.004. Epub 2012 Jan 28. [PubMed:22290292]
Drug created on June 13, 2005 13:24 / Updated on June 12, 2020 16:52