NAV

Trenbolone

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

Identification

Generic Name
Trenbolone
DrugBank Accession Number
DB11551
Background

Trenbolone, also known as trienolone or trienbolone, is a steroid used on livestock to increase muscle growth and appetite. To increase its effective half-life, trenbolone is administered as a prodrug as an ester conjugate such as trenbolone acetate, trenbolone enanthate, or trenbolone cyclohexylmethylcarbonate. Plasma lipases then cleave the ester group in the bloodstream leaving free trenbolone.

Type
Small Molecule
Groups
Vet approved
Structure
Thumb
3D
Similar Structures
Weight
Average: 270.372
Monoisotopic: 270.161979948
Chemical Formula
C18H22O2
Synonyms
  • 17-b-Hydroxyestra-4,9,11-trien-3-one
  • 17-beta-Hydroxyestra-4,9,11-trien-3-one
  • 17-β-hydroxyestra-4,9,11-trien-3-one
  • Trenbolone
External IDs
  • RU-2341

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
Adverseeffects
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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.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
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-oxosteroids / 17-hydroxysteroids / Cyclohexenones / Secondary alcohols / Cyclic alcohols and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
17-hydroxysteroid / 3-oxosteroid / Alcohol / Aliphatic homopolycyclic compound / Carbonyl group / Cyclic alcohol / Cyclic ketone / Cyclohexenone / Estrogen-skeleton / Hydrocarbon derivative
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
oxo steroid (CHEBI:35018) / Estrane and derivatives (C14261)
Affected organisms
Not Available

Chemical Identifiers

UNII
P53R4420TR
CAS number
10161-33-8
InChI Key
MEHHPFQKXOUFFV-OWSLCNJRSA-N
InChI
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h8-10,15-17,20H,2-7H2,1H3/t15-,16+,17+,18+/m1/s1
IUPAC Name
(1S,3aS,3bS,11aS)-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,11aH-cyclopenta[a]phenanthren-7-one
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]

References

General References
  1. Marzin D: Ames test and trenbolone. Arch Toxicol. 1989;63(6):492-4. [Article]
  2. Spranger B, Metzler M: Disposition of 17 beta-trenbolone in humans. J Chromatogr. 1991 Apr 5;564(2):485-92. [Article]
  3. Pearson JT, Buttery PJ: Polyamine excretion by trenbolone acetate treated rats. Proc Nutr Soc. 1979 Sep;38(2):91A. [Article]
  4. Richold M: The genotoxicity of trenbolone, a synthetic steroid. Arch Toxicol. 1988;61(4):249-58. [Article]
  5. Quinn MJ Jr, McKernan M, Lavoie ET, Ottinger MA: Immunotoxicity of trenbolone acetate in Japanese quail. J Toxicol Environ Health A. 2007 Jan;70(1):88-93. [Article]
  6. Gernhard K, Lange W: [A simple semiquantitative determination of trenbolone acetate and trenbolone in biological material from farm animals]. Arch Exp Veterinarmed. 1989 Nov;43(6):863-6. [Article]
  7. Furusawa N: A harmless method for determining trenbolone acetate together with 17beta-trenbolone in beef. J Chromatogr Sci. 2009 Mar;47(3):243-6. [Article]
  8. O'Keeffe M: Trenbolone levels in tissues of trenbolone acetate-implanted steers: radioimmunoassay determination using different antisera. Br Vet J. 1984 Nov-Dec;140(6):592-9. [Article]
  9. Quinn MJ Jr, Lavoie ET, Ottinger MA: Reproductive toxicity of trenbolone acetate in embryonically exposed Japanese quail. Chemosphere. 2007 Jan;66(7):1191-6. Epub 2006 Sep 20. [Article]
  10. Mizukami-Murata S, Kishi-Kadota K, Nishida T: 17beta-Trenbolone exposure programs metabolic dysfunction in larval medaka. Environ Toxicol. 2015 Jun 4. doi: 10.1002/tox.22158. [Article]
KEGG Drug
D08627
KEGG Compound
C14261
ChemSpider
23383
RxNav
1484278
ChEBI
35018
ChEMBL
CHEMBL3182355
ZINC
ZINC000003814429
Wikipedia
Trenbolone

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 Solubility0.0586 mg/mLALOGPS
logP2.47ALOGPS
logP2.25ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)18.4ChemAxon
pKa (Strongest Basic)-0.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity81.65 m3·mol-1ChemAxon
Polarizability31.26 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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

Drug created on February 26, 2016 17:44 / Updated on February 21, 2021 18:53