Alpha-Trenbolone

Basic Info

Common NameAlpha-Trenbolone(F06213)
2D Structure
FRCD IDF06213
CAS Number80657-17-6
PubChem CID149836
FormulaC18H22O2
IUPAC Name

(8S,13S,14S,17R)-17-hydroxy-13-methyl-2,6,7,8,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one

InChI Key

MEHHPFQKXOUFFV-XDNAFOTISA-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

Canonical SMILES

CC12C=CC3=C4CCC(=O)C=C4CCC3C1CCC2O

Isomeric SMILES

C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@H]2O

Synonyms
        
            Epitrenbolone
        
            17alpha-Hydroxytrenbolone
        
            17alpha-Trenbolone
        
            17-alpha-Trenbolone
        
            UNII-K7IGB634GT
        
            80657-17-6
        
            CCRIS 1653
        
            K7IGB634GT
        
            Estra-4,9,11-trien-3-one, 17-hydroxy-, (17-alpha)-
        
            17|A-Trenbolone
Classifies
                

                  
                    Illegal Additives
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
SubclassEstrane steroids
Intermediate Tree NodesNot available
Direct ParentEstrogens and derivatives
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsEstrogen-skeleton - 3-oxosteroid - Hydroxysteroid - 17-hydroxysteroid - Oxosteroid - Cyclohexenone - Cyclic alcohol - Cyclic ketone - Ketone - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Alcohol - Organooxygen compound - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Properties

Property NameProperty Value
Molecular Weight270.372
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity566
Monoisotopic Mass270.162
Exact Mass270.162
XLogP1.9
Formal Charge0
Heavy Atom Count20
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9471
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.8508
P-glycoprotein SubstrateSubstrate0.6368
P-glycoprotein InhibitorNon-inhibitor0.5527
Non-inhibitor0.9359
Renal Organic Cation TransporterNon-inhibitor0.6812
Distribution
Subcellular localizationMitochondria0.7478
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7785
CYP450 2D6 SubstrateNon-substrate0.8979
CYP450 3A4 SubstrateSubstrate0.7316
CYP450 1A2 InhibitorNon-inhibitor0.8508
CYP450 2C9 InhibitorNon-inhibitor0.9383
CYP450 2D6 InhibitorNon-inhibitor0.9467
CYP450 2C19 InhibitorInhibitor0.5308
CYP450 3A4 InhibitorNon-inhibitor0.9361
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8733
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8470
Non-inhibitor0.7260
AMES ToxicityNon AMES toxic0.9132
CarcinogensNon-carcinogens0.9551
Fish ToxicityHigh FHMT0.9716
Tetrahymena Pyriformis ToxicityHigh TPT0.8784
Honey Bee ToxicityHigh HBT0.8393
BiodegradationNot ready biodegradable0.9303
Acute Oral ToxicityIII0.5654
Carcinogenicity (Three-class)Warning0.4218
Model Value Unit
Absorption
Aqueous solubility-4.2398LogS
Caco-2 Permeability1.7869LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.6357LD50, mol/kg
Fish Toxicity0.6516pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5219pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Cattle,LiverJapan0.01ppm

References

TitleJournalDatePubmed ID
Development of a rapid method for the analysis of trenbolone, nortestosterone, and zeranol in bovine liver using liquid chromatography tandem mass spectrometry.Anal Bioanal Chem2015 Jun25450054