Methyltrienolone

Details

• Internal ID: 6c146490-39e6-41d0-af8a-c45e21c015ee
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids > Estrogens and derivatives
• IUPAC Name: (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
• InChI: InChI=1S/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+/m1/s1
• InChI Key: CCCIJQPRIXGQOE-XWSJACJDSA-N
• Popularity: 847 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₂
• Molecular Weight: 284.40 g/mol
• Exact Mass: 284.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• METRIBOLONE
• 965-93-5
• Metribolona
• 17alpha-Methyltrienolone
• R1881
• Metribolonum
• Ru-1881
• R 1881
• RU 1881
• 17-beta-Hydroxy-17-methylestra-4,9,11-trien-3-one
• NSC-92858
• DTXSID8034162
• 2C323EGI97
• (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
• estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17beta)-
• Ru1881
• (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta(a)phenanthren-3-one
• RefChem:389124
• DTXCID6014162
• 17 beta-Hydroxy-17 alpha-methylestra-4,9,11-trien-3-one
• 663-842-3
• 17beta-Hydroxy-17-methylestra-4,9,11-trien-3-one
• R-1881
• [3H]methyltrienolone
• R1881 (synthetic androgen)
• (17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE
• 17-methyloestra-4,9,11-trien-3-one,17beta-ol
• Metribolone (1.0mg/ml in Acetonitrile)
• (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one
• MLS002695156
• Metribolone [INN:DCF]
• Metribolonum [INN-Latin]
• Metribolona [INN-Spanish]
• UNII-2C323EGI97
• Methyl trienolone
• 1xow
• CCCIJQPRIXGQOE-XWSJACJDSA-N
• (1S,3aS,3bS,11aS)-1-hydroxy-1,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,11aH-cyclopenta[a]phenanthren-7-one
• NSC 92858
• 1e3g
• 2ao6
• Estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17b)-
• [3H]R1881
• METRIBOLONE [INN]
• [3H]-R1881
• 17.alpha.-Methyltrienolone
• METRIBOLONE [MART.]
• 17-.alpha.-Methyltrienolone
• METHYLTRIENOLONE [MI]
• METRIBOLONE [WHO-DD]
• SCHEMBL114862
• CHEMBL166444
• GTPL2857
• GTPL3457
• CHEBI:379896
• GLXC-02541
• NSC92858
• BDBM50367916
• EX-A14292
• AKOS015840270
• DB02998
• Metribolone (1 mg/ml in Acetonitrile)
• AC-32028
• R1881, >=98% (HPLC)
• Q3333717
• 17-.beta.-Hydroxy-17-methylestra-4,11-trien-3-one
• 17alpha-Methyl-3-oxo-4,9,11-estratrien-17beta-ol
• 17alpha-methyl-4,9,11,estratrien-17beta-ol-3-one
• 3-Oxo-17beta-hydroxy-17-methylestra-4,9,11-triene
• 17alpha-Methyl-17beta-hydroxyestr-4,9,11-trien-3-one
• 17alpha-Methyl-17beta-hydroxyestra-4,9,11-trien-3-one
• 17beta-Hydroxy-17alpha-methylestra-4,9,11-trien-3-one
• Estra-4,11-trien-3-one, 17.beta.-hydroxy-17-methyl-
• Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl-
• 17alpha-methyl-17beta-hydroxy-estra-4,9,11-trien-3-one
• 3-Oxo-17beta-hydroxy-17alpha-methylestra-4,9,11-triene
• (17beta)-17-hydroxy-17-methyl-estra-4,9,11-triene-3-one
• 17-beta-hydroxy-17-methylestra-4,9,11-trien-3-one (9CI)
• 17.BETA.-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE
• 17alpha-Methyl-17beta-hydroxyestra-4,9(10),11-trien-3-one
• Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl- (8CI)
• 17-beta-hydroxy-17-methyl-19-norandrosta-4,9,11-triene-3-one
• Estra-4,11-trien-3-one, 17-hydroxy-17-methyl-, (17.beta.)-
• Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl- (7CI,8CI)
• Estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17beta)- (9CI)
• METHYLTRIENOLONE; 17BETA-HYDROXY-17METHYL-19NORANDROSTA-4,9,11-TRIEN-3-ONE; R1881

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8465	84.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	0.8702	87.02%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.9834	98.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7651	76.51%
BSEP inhibitior	+	0.7019	70.19%
P-glycoprotein inhibitior	-	0.8455	84.55%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.8812	88.12%
CYP2C9 inhibition	-	0.9500	95.00%
CYP2C19 inhibition	-	0.6668	66.68%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9005	90.05%
CYP2C8 inhibition	-	0.6295	62.95%
CYP inhibitory promiscuity	-	0.8683	86.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Warning	0.4896	48.96%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9742	97.42%
Skin irritation	+	0.6475	64.75%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.8040	80.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4356	43.56%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6785	67.85%
skin sensitisation	-	0.5379	53.79%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8087	80.87%
Acute Oral Toxicity (c)	III	0.5718	57.18%
Estrogen receptor binding	+	0.8661	86.61%
Androgen receptor binding	+	0.8705	87.05%
Thyroid receptor binding	+	0.8511	85.11%
Glucocorticoid receptor binding	+	0.8740	87.40%
Aromatase binding	-	0.7411	74.11%
PPAR gamma	+	0.5253	52.53%
Honey bee toxicity	-	0.8944	89.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9850	98.50%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1871	P10275	Androgen Receptor	0.013 nM	EC50	via Super-PRED
CHEMBL2034	P04150	Glucocorticoid receptor	9.65 nM	Ki	via Super-PRED
CHEMBL1994	P08235	Mineralocorticoid receptor	0.54 nM	Ki	via Super-PRED
CHEMBL208	P06401	Progesterone receptor	0.49 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.29%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.94%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.89%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.13%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 261000
• LOTUS: LTS0114608
• wikiData: Q3333717