Melengestrol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Melengestrol
DrugBank Accession Number
DB11529
Background

Melengestrol is a steroidal progestin and antineoplastic agent which was never marketed. An acylated derivative, melengestrol acetate, is used as a growth promoter in animals.

Type
Small Molecule
Groups
Vet approved
Structure
Thumb
Weight
Average: 354.49
Monoisotopic: 354.219494826
Chemical Formula
C23H30O3
Synonyms
  • Melengesterol
  • Melengestrel
  • Melengestrol
  • Melengestrolo
  • Melengestrolum
External IDs
  • BDH-1921

Pharmacology

Indication

Not Available

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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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
Medicalerrors
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Toxicity

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.
DrugInteraction
AbametapirThe serum concentration of Melengestrol can be increased when it is combined with Abametapir.
AbataceptThe risk or severity of adverse effects can be increased when Abatacept is combined with Melengestrol.
AcarboseThe risk or severity of hyperglycemia can be increased when Melengestrol is combined with Acarbose.
AceclofenacThe risk or severity of gastrointestinal irritation can be increased when Melengestrol is combined with Aceclofenac.
AcemetacinThe risk or severity of gastrointestinal irritation can be increased when Melengestrol is combined with Acemetacin.
AcenocoumarolMelengestrol may increase the anticoagulant activities of Acenocoumarol.
AcetohexamideThe risk or severity of hyperglycemia can be increased when Melengestrol is combined with Acetohexamide.
AcetyldigitoxinThe risk or severity of adverse effects can be increased when Melengestrol is combined with Acetyldigitoxin.
Acetylsalicylic acidThe risk or severity of gastrointestinal irritation can be increased when Acetylsalicylic acid is combined with Melengestrol.
AdalimumabThe risk or severity of adverse effects can be increased when Adalimumab is combined with Melengestrol.
Interactions
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Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Pregnane steroids
Direct Parent
Gluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
20-oxosteroids / 3-oxosteroids / 17-hydroxysteroids / Cyclohexenones / Tertiary alcohols / Alpha-hydroxy ketones / Cyclic alcohols and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
17-hydroxysteroid / 20-oxosteroid / 3-oxosteroid / Alcohol / Aliphatic homopolycyclic compound / Alpha-hydroxy ketone / Carbonyl group / Cyclic alcohol / Cyclic ketone / Cyclohexenone
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
BX98J4T6JU
CAS number
5633-18-1
InChI Key
OKHAOBQKCCIRLO-IBVJIVQJSA-N
InChI
InChI=1S/C23H30O3/c1-13-10-17-18(21(4)8-6-16(25)12-19(13)21)7-9-22(5)20(17)11-14(2)23(22,26)15(3)24/h10,12,17-18,20,26H,2,6-9,11H2,1,3-5H3/t17-,18+,20+,21-,22+,23+/m1/s1
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,8,15-trimethyl-13-methylidenetetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one
SMILES
[H][C@@]12CC(=C)[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(C)C2=CC(=O)CC[C@]12C

References

General References
  1. Kountz SL, Wechter WJ: Immunosuppression with melengestrol. Transplant Proc. 1977 Jun;9(2):1447-53. [Article]
  2. Cooper JM, Elce JS, Kellie AE: The metabolism of melengestrol acetate. Biochem J. 1967 Sep;104(3):57P-58P. [Article]
  3. DUNCAN GW, LYSTER SC, HENDRIX JW, CLARK JJ, WEBSTER HD: BIOLOGIC EFFECTS OF MELENGESTROL ACETATE. Fertil Steril. 1964 Jul-Aug;15:416-32. [Article]
  4. Pritchard DE, Wettemann RP, Hafs HD: Fertility of rabbits after melengestrol acetate administration. J Anim Sci. 1970 Oct;31(4):729-32. [Article]
  5. Herrick JB: Answers to questions about MGA (melengestrol acetate). Vet Med Small Anim Clin. 1974 Aug;69(8):1040-2. [Article]
  6. Krzeminski LF, Cox BL: Electron capture determination of melengestrol acetate in bovine tissue. J Assoc Off Anal Chem. 1973 Jan;56(1):74-6. [Article]
  7. Krzeminski LF, Geng S, Cox BL: Determination of melengestrol acetate in bovine tissue: collaborative study. J Assoc Off Anal Chem. 1976 May;59(3):507-15. [Article]
  8. Nugent CA, Bressler R, Kayan S, Worrall P: Suppression of cortisol by a progestational steroid, melengestrol. Clin Pharmacol Ther. 1975 Sep;18(3):338-44. [Article]
  9. Sud SC: Synchronization of estrus in cows with melengestrol acetate. Indian J Exp Biol. 1971 Oct;9(4):498-9. [Article]
  10. Sokolowski JH, VanRavenswaay F: Effects of melengestrol acetate on reproduction in the Beagle bitch. Am J Vet Res. 1976 Aug;37(8):943-5. [Article]
ChemSpider
8082266
RxNav
1537799
ZINC
ZINC000038610965
Wikipedia
Melengestrol

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00748 mg/mLALOGPS
logP3.02ALOGPS
logP3.38ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity103.68 m3·mol-1ChemAxon
Polarizability40.91 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

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

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
  1. Melegestrol acetate, Australia [File]

Drug created on February 26, 2016 17:36 / Updated on February 21, 2021 18:53