Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H30O2 |
Molecular Weight | 290.4403 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O
InChI
InChIKey=NVKAWKQGWWIWPM-ABEVXSGRSA-N
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
Molecular Formula | C19H30O2 |
Molecular Weight | 290.4403 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
STANOLONE, also known as dihydrotestosterone, is a potent androgenic metabolite of testosterone and anabolic agent for systemic use. It may be used as a replacement of male sex steroids in men who have androgen deficiency, for example as a result of the loss of both testes, and also the treatment of certain rare forms of aplastic anemia which are or may be responsive to anabolic androgens.
Approval Year
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7.8 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9709942/ |
16 mg single, topical dose: 16 mg route of administration: Topical experiment type: SINGLE co-administered: |
STANOLONE serum | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
44.8 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9709942/ |
16 mg single, topical dose: 16 mg route of administration: Topical experiment type: SINGLE co-administered: |
STANOLONE serum | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
12 day EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9709942/ |
16 mg single, topical dose: 16 mg route of administration: Topical experiment type: SINGLE co-administered: |
STANOLONE serum | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1778174/ |
unknown, unknown |
STANOLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
250 mg 1 times / day multiple, transdermal Highest studied dose Dose: 250 mg, 1 times / day Route: transdermal Route: multiple Dose: 250 mg, 1 times / day Sources: |
healthy, 58 years (range: 50-70 years) Health Status: healthy Age Group: 58 years (range: 50-70 years) Sex: M Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
inconclusive [Activation 15.8489 uM] | ||||
no [Activation >15.8489 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
yes | ||||
yes | ||||
yes |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
likely | ||||
major [Km 5.7 uM] | ||||
major | ||||
minor [Km 382.3 uM] | ||||
minor [Km 78.9 uM] | ||||
minor | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
weak [Km 676.4 uM] | ||||
weak | ||||
yes [Km 2.6 uM] | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/18599551/ |
||||
PubMed
Title | Date | PubMed |
---|---|---|
Steroid feedback on gonadotropin release and pituitary gonadotropin subunit mRNA in mice lacking a functional estrogen receptor alpha. | 1999 Oct |
|
Examination of selected food additives and organochlorine food contaminants for androgenic activity in vitro. | 2000 Feb |
|
The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution. | 2000 Jan |
|
Aromatase inhibition reduces specifically one display of the ring dove courtship behavior. | 2001 Apr |
|
Antitumor effect of an HER2-specific antibody-toxin fusion protein on human prostate cancer cells. | 2001 Apr |
|
Regional variations of insulin-like growth factor I (IGF-I), IGF-II, and receptor type I in benign prostatic hyperplasia tissue and their correlation with intraprostatic androgens. | 2001 Apr |
|
Androgen receptor stabilization in recurrent prostate cancer is associated with hypersensitivity to low androgen. | 2001 Apr 1 |
|
Estradiol-17beta stimulates gonadotropin II expression and release in the protandrous male black porgy Acanthopagrus schlegeli Bleeker: a possible role in sex change. | 2001 Feb |
|
Regulation of the gap junction connexin 43 gene by androgens in the prostate. | 2001 Feb |
|
Messenger ribonucleic acid levels of steroid 5 alpha-reductase 2 in human prostate predict the enzyme activity. | 2001 Feb |
|
Human types 1 and 3 3 alpha-hydroxysteroid dehydrogenases: differential lability and tissue distribution. | 2001 Feb |
|
Estrogen and androgen elicit growth hormone release via dissimilar patterns of hypothalamic neuropeptide secretion. | 2001 Feb |
|
Biochemical roles of testosterone and epitestosterone to 5 alpha-reductase as indicators of male-pattern baldness. | 2001 Jan |
|
Maternal steroids and contaminants in common tern eggs: a mechanism of endocrine disruption? | 2001 Jan |
|
Androgens and isolation from adult tutors differentially affect the development of songbird neurons critical to vocal plasticity. | 2001 Jan |
|
The octadecaneuropeptide ODN stimulates neurosteroid biosynthesis through activation of central-type benzodiazepine receptors. | 2001 Jan |
|
Mutations at the boundary of the hinge and ligand binding domain of the androgen receptor confer increased transactivation function. | 2001 Jan |
|
Comparison of histological compositions and apoptosis in canine spontaneous benign prostatic hyperplasia treated with androgen suppressive agents chlormadinone acetate and finasteride. | 2001 Jan |
|
Manipulation of androgens causes different energetic responses to cold in 60- and 40-day-old male rats. | 2001 Jan |
|
Sex steroid hormones enhance immune function in male and female Siberian hamsters. | 2001 Jan |
|
Effects of hyperprolactinemia on rat prostate growth: evidence of androgeno-dependence. | 2001 Jan |
|
Inhibitors of type II 17beta-hydroxysteroid dehydrogenase. | 2001 Jan 22 |
|
Fetal androgen exposure inhibits fetal rat lung fibroblast lipid uptake and release. | 2001 Jan-Feb |
|
Effects of indomethacin, luteinizing hormone (LH), prostaglandin E2 (PGE2), trilostane, mifepristone, ethamoxytriphetol (MER-25) on secretion of prostaglandin E (PGE), prostaglandin F2alpha (PGF2alpha) and progesterone by ovine corpora lutea of pregnancy or the estrous cycle. | 2001 Mar |
|
Proliferation and differentiation of prostatic stromal cells. | 2001 Mar |
|
Differentiation-dependent expression of connective tissue growth factor and lysyl oxidase messenger ribonucleic acids in rat granulosa cells. | 2001 Mar |
|
The gonadotropin-releasing hormone antagonist abarelix depot versus luteinizing hormone releasing hormone agonists leuprolide or goserelin: initial results of endocrinological and biochemical efficacies in patients with prostate cancer. | 2001 May |
|
Nongenomic effect of testosterone on chloride secretion in cultured rat efferent duct epithelia. | 2001 May |
Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 07:02:29 GMT 2025
by
admin
on
Wed Apr 02 07:02:29 GMT 2025
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Record UNII |
08J2K08A3Y
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C2298
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FDA ORPHAN DRUG |
93995
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LOINC |
1849-9
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DEA NO. |
4000
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FDA ORPHAN DRUG |
747120
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NCI_THESAURUS |
C243
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LOINC |
43826-7
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WIKIPEDIA |
Designer-drugs-Dihydrotestosterone
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WHO-ATC |
G03BB02
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LOINC |
15057-3
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LOINC |
35189-0
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LOINC |
6775-1
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WHO-VATC |
QA14AA01
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WHO-ATC |
A14AA01
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LOINC |
1848-1
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WHO-VATC |
QG03BB02
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DTXSID9022364
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100000086923
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521-18-6
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C72098
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3927
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CHEMBL27769
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16330
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85278
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m10190
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208-307-3
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DB02901
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D013196
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08J2K08A3Y
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DIHYDROTESTOSTERONE
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Related Record | Type | Details | ||
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TARGET -> AGONIST |
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Related Record | Type | Details | ||
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PARENT -> METABOLITE ACTIVE | |||
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PRODRUG -> METABOLITE ACTIVE |
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PARENT -> METABOLITE |
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (TLC)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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