NAV

Lynestrenol

This drug entry is astuband has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Lynestrenolis a progestin used for contraception and in the treatment of menstrual disorders.

总的来说ic Name
Lynestrenol
DrugBank Accession Number
DB12474
Background

Lynestrenol is a progestin and prodrug ofnorethisterone.

Type
Small Molecule
Groups
Approved, Investigational
Structure
 3D
Similar Structures
Weight
Average: 284.443
Monoisotopic: 284.214015522
Chemical Formula
C20H28O
Synonyms
  • Lynestrenol
External IDs
  • NSC-37725

Pharmacology

Indication

Not Available

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Associated Conditions
Associated Therapies
Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
这些信息不应该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
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interactions in your software
Abametapir The serum concentration of Lynestrenol can be increased when it is combined with Abametapir.
Abatacept The metabolism of Lynestrenol can be increased when combined with Abatacept.
Abciximab The risk or severity of adverse effects can be increased when Lynestrenol is combined with Abciximab.
Abrocitinib The metabolism of Abrocitinib can be decreased when combined with Lynestrenol.
Acenocoumarol The risk or severity of adverse effects can be increased when Lynestrenol is combined with Acenocoumarol.
Acetaminophen The metabolism of Lynestrenol can be increased when combined with Acetaminophen.
Acetazolamide The metabolism of Lynestrenol can be increased when combined with Acetazolamide.
Acetohexamide The therapeutic efficacy of Acetohexamide can be decreased when used in combination with Lynestrenol.
Acetyl sulfisoxazole The metabolism of Lynestrenol can be decreased when combined with Acetyl sulfisoxazole.
Acetylsalicylic acid The metabolism of Lynestrenol can be decreased when combined with Acetylsalicylic acid.
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Food Interactions
Not Available

Products

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Categories

ATC Codes
G03AB02 — Lynestrenol and ethinylestradiol G03AA03 — Lynestrenol and ethinylestradiol G03FA07 — Lynestrenol and estrogen G03DC03 — Lynestrenol G03FB02 — Lynestrenol and estrogen G03AC02 — Lynestrenol
Drug Categories
Chemical TaxonomyProvided byClassyfire
Description
This compound belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Estrane steroids
Direct Parent
Estrane steroids
Alternative Parents
17-hydroxysteroids/Delta-4-steroids/Ynones/Tertiary alcohols/Cyclic alcohols and derivatives/乙炔化物/Hydrocarbon derivatives
Substituents
17-hydroxysteroid/Acetylide/Alcohol/Aliphatic homopolycyclic compound/Cyclic alcohol/Delta-4-steroid/Estrane-skeleton/Hydrocarbon derivative/Hydroxysteroid/Organic oxygen compound
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
steroid (CHEBI:31790)/C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C13037)/C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030127)
Affected organisms
Not Available

Chemical Identifiers

UNII
N2Z8ALG4U5
CAS number
52-76-6
InChI Key
YNVGQYHLRCDXFQ-XGXHKTLJSA-N
InChI
InChI=1S/C20H28O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h1,6,15-18,21H,4-5,7-13H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CCCC[C@H]34)[C@@H]1CC[C@@]2(O)C#C

References

总的来说al References
  1. FDA Thailand Product Information: Dailyton (lynestrenol) oral tablets [Link]
  2. TITCK Product Information: Orgametril (lynestrenol) oral tablets [Link]
KEGG Compound
C13037
PubChem Compound
5857
PubChem Substance
347828712
ChemSpider
5648
RxNav
6529
ChEBI
31790
ChEMBL
CHEMBL2107431
ZINC
ZINC000003875355
Wikipedia
Lynestrenol

Clinical Trials

Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
4 Completed Basic Science Transsexualism 1
4 Unknown Status Basic Science Gender Dysphoria 1
1 Completed Treatment Infertility 1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Form Route Strength
Tablet Oral 0.5 MG
Tablet, delayed release Oral 0.5 mg
Tablet Oral
Tablet Oral 5 mg
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
Property Value Source
Water Solubility 0.00366 mg/mL ALOGPS
logP 4 ALOGPS
logP 4.04 Chemaxon
logS -4.9 ALOGPS
pKa (Strongest Acidic) 17.59 Chemaxon
pKa (Strongest Basic) -1.7 Chemaxon
Physiological Charge 0 Chemaxon
Hydrogen Acceptor Count 1 Chemaxon
Hydrogen Donor Count 1 Chemaxon
Polar Surface Area 20.23 Å2 Chemaxon
Rotatable Bond Count 0 Chemaxon
Refractivity 86.81 m3·mol-1 Chemaxon
Polarizability 34.69 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
预测ADMET特性
Not Available

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

Enzymes

Details 1.Cytochrome P450 3A4
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
总的来说al 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
分子量
57342.67 Da
References
  1. Korhonen T, Turpeinen M, Tolonen A, Laine K, Pelkonen O: Identification of the human cytochrome P450 enzymes involved in the in vitro biotransformation of lynestrenol and norethindrone. J Steroid Biochem Mol Biol. 2008 May;110(1-2):56-66. doi: 10.1016/j.jsbmb.2007.09.025. Epub 2008 Feb 15. [Article]
Details 2.Cytochrome P450 2C9
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
总的来说al Function
Steroid 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 oxidizes a variety of structurally un...
Gene Name
CYP2C9
Uniprot ID
P11712
Uniprot Name
Cytochrome P450 2C9
分子量
55627.365 Da
References
  1. Korhonen T, Turpeinen M, Tolonen A, Laine K, Pelkonen O: Identification of the human cytochrome P450 enzymes involved in the in vitro biotransformation of lynestrenol and norethindrone. J Steroid Biochem Mol Biol. 2008 May;110(1-2):56-66. doi: 10.1016/j.jsbmb.2007.09.025. Epub 2008 Feb 15. [Article]
Details 3.Cytochrome P450 2C19
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
Inhibitor
总的来说al Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and im...
Gene Name
CYP2C19
Uniprot ID
P33261
Uniprot Name
Cytochrome P450 2C19
分子量
55930.545 Da
References
  1. Korhonen T, Turpeinen M, Tolonen A, Laine K, Pelkonen O: Identification of the human cytochrome P450 enzymes involved in the in vitro biotransformation of lynestrenol and norethindrone. J Steroid Biochem Mol Biol. 2008 May;110(1-2):56-66. doi: 10.1016/j.jsbmb.2007.09.025. Epub 2008 Feb 15. [Article]

Drug created at October 20, 2016 22:31 / Updated at May 27, 2021 02:58