Androstanolon

Dihydrotestosterone

HCID 10635CAS 521-18-6
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Grundinformationen

Standard-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
InChIKey
NVKAWKQGWWIWPM-ABEVXSGRSA-N
Summenformel
C19H30O2
Durchschnittliche Molmasse
290,4 g/mol
Monoisotopische Masse
290,2245802

Überblick

17beta-hydroxy-5alpha-androstan-3-one is a 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5. It has a role as an androgen, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a 3-oxo-5alpha-steroid, a 17beta-hydroxy steroid and a 17beta-hydroxyandrostan-3-one. It derives from a hydride of a 5alpha-androstane.

Namen und Bezeichner

Bevorzugter Name
Dihydrotestosterone
IUPAC
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Lokaler Name
Androstanolon
Englischer Name
Stanolone
Summenformel
C19H30O2
Molmasse
290.45

Namen und Synonyme

STANOLONEAndrostanolonedihydrotestosterone521-18-6AnabolexAndractimAndroloneNeodrol4-DihydrotestosteroneAnaboleenProteinaStanaprol
Weitere Namen anzeigen
DHT5α-Dihydrotestosterone5α-DHT5α-androstan-17β-ol-3-oneStanolon
Protona5alpha-DihydrotestosteroneCristerona MB17beta-Hydroxy-5alpha-androstan-3-oneAndrostanolona5alpha-Androstan-17beta-ol-3-one5-alpha-DihydrotestosteroneTestosterone, dihydro-

Datenbank-Bezeichner

CAS
521-18-6
PubChem CID
10635
DTXSID
DTXSID9022364
ChEMBL
CHEMBL27769
ChEBI
CHEBI:16330
UNII
08J2K08A3Y
EC Number
208-307-3
Nikkaji
J39.503J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,7
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
21

Experimentelle und physikochemische Eigenschaften

Chemical ClassesHormone
Drugs · 3 Einträge

DEA NFLIS-Drug Category -> Steroids

DEA Schedule III Controlled Substance -> Anabolic steroids

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesChemical shift
LogP3.55
Human DrugsPharmaceuticals

Physikochemische Eigenschaften

Schmelzpunkt
178 · 178-183 °C
Siedepunkt
372.52 °C · 372.52°C (rough estimate)
Dichte
1.032 · 1.0320 (rough estimate)
Brechungsindex
1.4709 · 1.4709 (estimate)
Flammpunkt
9 ℃ · 9℃
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H351 (98.3%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 60 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

DEA schedule III controlled substance

Status: Cease Manufacture Update: 31-10-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/12136

Hazard Classes and CategoriesCarc. 2 (98.3%)

Toxikologische Informationen

Exposure RoutesBioavailability is very low (0-2%) following oral administration.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 4 Einträge

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

ANDROSTANOLONE

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

USGS Health-Based Screening Levels for Evaluating Water-Quality · 3 Einträge

Dihydrotestosterone

Hormone

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

Sicherheitsdaten

wgk
3
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
RTECS-Nr.
BV8052000
risk_code
61-40-39/23/24/25-23/24/25-11
hazard_code
Xn,T,F
safety_code
53-36/37/39-45-36/37-16

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 4 Einträge

A - Alimentary tract and metabolism

G - Genito urinary system and sex hormones

QA - Alimentary tract and metabolism

QG - Genito urinary system and sex hormones

MeSH Pharmacological Classification · 1 Eintrag

Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power.

Absorption, Distribution and ExcretionBioavailability is very low (0-2%) following oral administration.
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysAndrogen and Estrogen Metabolism

Verwendung und Herstellung

UsesDihydrotestosterone is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use ClassificationPharmaceuticals
Anwendungen · 2 Einträge

BeschreibungStanolone is well known as dihydrotestosterone (DHT), which is an endogenous androgen sex steroid and hormone. It is an agonist of the androgen receptor (AR). It plays important physiological role in sexual differentiation, maturation of the penis and scrotum, hair, sebum production and development and maintenance of the prostate gland and seminal vesicles. It is mainly used for the treatment of male hypogonadism, androgen deficiency of severe illness, androgen deficiency of ageing and microphallus in infancy.

VerwendenStanolone is a potent androgenic metabolite of testosterone that It is Controlled substance. It was created for the treatment of muscle wasting disease, and osteoporosis. It is a powerful anabolic steroid, which is similar to the body's naturally produced Dihydrotestosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter50 Anbieter

Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
Hebei shuoxi biotechnology co. LTD+8613081092107
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Stanolone is a 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5. It has a role as an androgen, a human metabolite, a Daphnia magna metabolite and a mouse metabolite. It is a 17beta-hydroxy steroid, a 17beta-hydroxyandrostan-3-one and a 3-oxo-5alpha-steroid. It derives from a hydride of a 5alpha-androstane.

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