STANOLONE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII 08J2K08A3Y
EPA CompTox DTXSID9022364

Structure

InChI Key NVKAWKQGWWIWPM-ABEVXSGRSA-N
Smiles C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
InChI
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H30O2
Molecular Weight 290.45
AlogP 3.96
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 37.3
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 21.0
Assay Description Organism Bioactivity Reference
Inhibition of rat androgen binding protein (rABP) Rattus norvegicus 23.0 nM
Agonistic activity (EC50) against human androgen receptor expressed in CV-1 cell Homo sapiens 6.0 nM
Agonistic activity against human androgen receptor (hAR) expressed in CV-1 cell lines None 6.0 nM
Agonist activity to the human androgen receptor (hAR) in CV-1 cells None 6.0 nM
Agonist activity against Human Androgen receptor expressed in CV-1 cells Homo sapiens 5.0 nM
In vitro agonistic activity against human androgen receptor using cotransfection assay in CV-1 cells. None 6.0 nM
Antagonist activity against Human Androgen receptor expressed in CV-1 cells Homo sapiens 0.0 nM
In vitro antagonistic activity against human androgen receptor using cotransfection assay in CV-1 cells; Not active. None 10.0 nM
In vitro binding affinity at human androgen receptor transfected into COS cells. None 4.0 nM
Binding affinity against Androgen receptor expressed COS cells Homo sapiens 2.0 nM
Binding affinity for human Androgen receptor expressed in COS-1 cells Homo sapiens 3.0 nM
Binding affinity to the human androgen receptor (hAR), using [3H]DHT as radioligand in a competitive binding assay None 2.0 nM
Binding affinity towards human androgen receptor (hAR), using dihydrotestosterone as radioligand for competitive binding assay None 2.0 nM
In vitro antagonist activity against rat prostatic androgen receptor (AR) None 2.2 nM
Inhibitory constant against rat prostate cytosol androgen receptor using [3H]mibolerone Rattus norvegicus 0.69 nM
Competitive inhibition of binding to human placental Cytochrome P450 19A1 Homo sapiens 220.0 nM
Inhibition of hSHBG (human sex hormone binding globulin ) Homo sapiens 3.8 nM
Inhibition of [3H]mibolerone binding to cytosolic androgen receptor of rat ventral prostate Rattus norvegicus 0.2818 nM
Inhibitory concentration against recombinant rat androgen receptor expressed in Escherichia coli using [3H]methyltrienolone (R 1881) Rattus norvegicus 2.239 nM
Agonist activity at human androgen receptor in CV1 cells measured as stimulation of luciferase reporter gene activity by cotransfection assay Homo sapiens 5.1 nM
Displacement of [3H]DHT from human androgen receptor expressed in MDA-MB-453 cells by whole cell receptor binding assay Homo sapiens 0.2 nM
Displacement of androgen fluormone from rat androgen receptor Rattus norvegicus 18.5 nM
Activity against human androgen receptor expressed in HepG2 cells assessed as luciferase reporter gene activation Homo sapiens 1.82 nM
Displacement of [3H]DHT from human AR in MDA453 cells Homo sapiens 0.3 nM
Agonist activity at rat AR transfected in mouse C2C12 cells by luciferase reporter transactivation assay Rattus norvegicus 2.8 nM
Agonist activity at human androgen receptor expressed in CV1 cells by transcriptional activation assay Homo sapiens 5.7 nM
Displacement of [3H]DHT from human AR expressed in MDA-MB-453 cells Homo sapiens 0.3 nM
Agonist activity at human androgen receptor expressed in CV1 cells Homo sapiens 5.1 nM
Binding affinity to human androgen receptor expressed in CV1 cells Homo sapiens 0.2 nM
Agonist activity at human AR Homo sapiens 5.1 nM
Binding affinity to human AR Homo sapiens 0.2 nM
Agonist activity at human androgen receptor by luciferase reporter gene assay Homo sapiens 5.1 nM
Binding affinity to human AR Homo sapiens 0.2 nM
Agonist activity at human androgen receptor expressed in CV1 cells by transcriptional activation assay Homo sapiens 5.7 nM
Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding globulin Homo sapiens 0.182 nM
Agonist activity at human androgen receptor african green monkey CV1 cells by cotransfection assay Homo sapiens 5.1 nM
Binding affinity to human androgen receptor expressed in monkey COS7 cells by whole cell binding assay Homo sapiens 0.2 nM
Activity at androgen receptor in human Saos2 cells assessed as IL6 repression Homo sapiens 0.05 nM
Agonist activity at human androgen receptor in CV1 cells by transcriptional activation assay Homo sapiens 5.7 nM
Displacement of [3H]DHT from human Androgen receptor in human MDA-MB-453 cells Homo sapiens 0.9 nM
Binding affinity to rat androgen receptor by competitive inhibition assay Rattus norvegicus 0.27 nM
Displacement of [3H]methyltrienolone from androgen receptor in human MDA-MB-453 cells Homo sapiens 1.0 nM
Agonist activity at androgen receptor in human MDA-MB-453 cells transfected with MMTV-LUC assessed as induction of MMTV-LTR/promoter linked LUC gene by luciferase transactivation assay Homo sapiens 2.0 nM
Agonist activity at androgen receptor in mouse NIH3T3 cells transiently transfected with beta-galactosidase reporter gene assessed as cellular transformation by R-SAT assay Mus musculus 3.981 nM
Agonist activity at androgen receptor LBD T877A mutant in mouse NIH3T3 cells transiently transfected with beta-galactosidase reporter gene assessed as cellular transformation by R-SAT assay Mus musculus 1.259 nM
Inhibition of human 17beta-HSD7 expressed in HEK293 cells assessed as inhibition of reduction of [14C]estrone into [14C]estradiol at 3 uM after 7 hrs Homo sapiens 49.6 %
Agonist activity at androgen receptor ligand binding domain expressed in african green monkey COS7 cells co-transfected with Gal4-DBD by luciferase reporter gene assay None 20.0 nM
Displacement of [3H]DHT from human androgen receptor after 16 hrs by scintillation counting Homo sapiens 4.7 nM
Binding affinity to androgen receptor by fluorescence binding assay None 10.0 nM
Agonist activity at androgen receptor expressed in mouse C2C12 cells assessed as osteoblast differentiation after 5 days None 0.05 nM
Displacement of fluorescent-tagged R1881 from androgen receptor after 4 hrs by fluorometric assay None 10.0 nM
Displacement of [3H]testosterone from Sprague-Dawley rat AR by liquid scintillation counting Rattus norvegicus 3.1 nM
Displacement of [3H]progesterone from rabbit PR by liquid scintillation counting Oryctolagus cuniculus 440.0 nM
DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) Bos taurus 163.0 nM
DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Mibolerone) Escherichia coli 2.305 nM DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Mibolerone) Escherichia coli 1.537 nM
Competitive binding affinity to rat androgen receptor Rattus norvegicus 3.1 nM
Agonist activity at rat androgen receptor Rattus norvegicus 0.97 nM
Displacement of [3H]progesterone from progesterone receptor in JW rabbit uterus after 2 hrs by liquid scintillation counting Oryctolagus cuniculus 440.0 nM
Displacement of [3H]testosterone from androgen receptor in Sprague-Dawley rat prostate gland after 2 hrs by liquid scintillation counting Rattus norvegicus 2.0 nM
Displacement of [17-alpha-methyl-3H]-mibolerone from human androgen receptor expressed in HEK293 derived FreeStyle293F cells after 3 hrs Homo sapiens 2.1 nM
Displacement of [17-alpha-methyl-3H]-mibolerone from human androgen receptor T877A mutant expressed in HEK293 derived FreeStyle293F cells after 3 hrs Homo sapiens 2.6 nM
Agonist activity at human androgen receptor expressed in COS7 cells assessed as luciferase activity after 24 hrs by reporter gene assay Homo sapiens 6.2 nM
Agonist activity at human androgen receptor T877A mutant expressed in COS7 cells assessed as luciferase activity after 24 hrs by reporter gene assay Homo sapiens 15.0 nM
Agonist activity at human androgen receptor W741C mutant expressed in COS7 cells assessed as luciferase activity after 24 hrs by reporter gene assay Homo sapiens 12.0 nM
Agonist activity at Androgen receptor T877A mutant in human LNCaP-hr cells assessed as prostate specific antigen secretion measured after 3 days by enzyme-immunoassay Homo sapiens 15.0 nM
Agonist activity at wild type Androgen receptor in human LNCaP-hr cells assessed as prostate specific antigen secretion measured after 3 days by enzyme-immunoassay Homo sapiens 6.2 nM
Inhibition of Androgen receptor T877A mutant (unknown origin) expressed in Freestyle293F cells Homo sapiens 2.6 nM
Inhibition of wild type Androgen receptor (unknown origin) expressed in Freestyle293F cells Homo sapiens 2.1 nM
Displacement of [3H] ]5alpha-DHT from mouse androgen receptor expressed in monkey COS7 cells after 2 hrs by scintillation counting analysis Mus musculus 1.0 nM
Displacement of [3H]mibolerone from human AR expressed in COS cells after 3.5 hrs by liquid scintillation counting analysis Homo sapiens 11.0 nM
Agonist activity at human androgen receptor expressed in HEK293 cells by luciferase reporter gene assay Homo sapiens 0.18 nM
Agonist activity at human androgen receptor expressed in mouse C2C12 cells by androgen-specific response element-driven luciferase reporter gene assay Homo sapiens 0.13 nM
Competitive inhibition of androgen binding to androgen receptor (unknown origin) by invitrogen polar screen assay Homo sapiens 13.1 nM
Displacement of [3H]mibolerone from human AR after 3 hrs Homo sapiens 0.67 nM
Agonist activity at human AR expressed in African green monkey COS7 cells after 24 hrs by luciferase reporter gene assay Homo sapiens 3.0 nM
Binding affinity to MR (unknown origin) Homo sapiens 360.0 nM
Binding affinity to GR (unknown origin) Homo sapiens 540.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 6.68 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -0.07795 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.07 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.07 %
Displacement of [3H]-MIB from wild-type rat AR LBD measured after 16 hrs by scintillation counting method Rattus norvegicus 1.0 nM
Displacement of fluormone-AL green from GST-tagged androgen receptor LBD (unknown origin) measured after 4 hrs by fluorescence polarization assay Homo sapiens 18.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 16330
ChEMBL CHEMBL27769
DrugBank DB02901
DrugCentral 3927
FDA SRS 08J2K08A3Y
Human Metabolome Database HMDB0002961
Guide to Pharmacology 3455
KEGG C03917
PDB DHT
SureChEMBL SCHEMBL15163
ZINC ZINC000003814360
CONTENTS