Methyltrienolone

Synonym(s):(17b)-17-Hydroxy-17-methyl-Estra-4,9,11-trien-3-one;Methyltrienolone;Metribolone;NSC 92858;RU 1881

CAS NO.：965-93-5
Empirical Formula: C19H24O2
Molecular Weight: 284.39
MDL number: MFCD00199021
EINECS: 663-842-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-05-14 16:41:43

What is Methyltrienolone?

Description

Methyltrienolone is an orally active anabolic-androgen steroid being a 17α-alkylated nandrolone (19-nortestosterone) derivative. It is not sold as a prescription drug and a dietary supplement due to its strong androgenic side effects and liver toxicity. However, it is often used as the reference point for in vitro biological activity for biochemical studies. It can bind strongly to the androgen receptor and can be used as an affinity label of the androgen receptor in the prostate and in prostatic tumors.

Chemical properties

Pale Yellow Solid

The Uses of Methyltrienolone

An anabolic steroid.

Definition

ChEBI: Methyltrienolone, also known as 7beta-hydroxy-17-methylestra-4,9,11-trien-3-one, is a synthetic non-aromatisable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors. It has a role as an androgen. It is an anabolic androgenic steroid, a 17beta-hydroxy steroid and a 3-oxo steroid. It derives from a hydride of an estrane.

Biochem/physiol Actions

Androgen receptors (ARs) are nuclear hormone receptors/transcription factors. R1881, also known as methyltrienolone, is a synthetic androgen. It is the gold standard AR agonist.

References

https://en.wikipedia.org/wiki/Metribolone
https://www.drugbank.ca/drugs/DB02998
https://pubchem.ncbi.nlm.nih.gov/compound/Methyltrienolone
Kazlauskas R. (2010) Designer Steroids. In: Thieme D., Hemmersbach P. (eds) Doping in Sports: Biochemical Principles, Effects and Analysis. Handbook of Experimental Pharmacology, vol 195. Springer, Berlin, Heidelberg

Properties of Methyltrienolone

Melting point:	170°
Boiling point:	485.9±45.0 °C(Predicted)
alpha	D20 -58.7° (c = 0.5 in ethanol)
Density	1.17±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO: ≥10mg/mL
form	powder
pka	14.79±0.40(Predicted)
color	light yellow to yellow
optical activity	[α]/D -48 to -68°
InChI	InChI=1/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,9,11,16-17,21H,3-6,8,10H2,1-2H3/t16-,17+,18+,19+/s3
CAS DataBase Reference	965-93-5(CAS DataBase Reference)

Safety information for Methyltrienolone

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.