기본 정보
- 표준 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- 분자식
- C19H30O2
- 평균 분자량
- 290.4 g/mol
- 단동위원소 질량
- 290.2245802
개요
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.
이름 및 식별자
- 우선 이름
- 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
- 현지명
- 스타놀론
- 영어명
- Stanolone
- 분자식
- C19H30O2
- 분자량
- 290.45
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
521-18-6- PubChem CID
- 10635
- DTXSID
DTXSID9022364- ChEMBL
CHEMBL27769- ChEBI
CHEBI:16330- UNII
- 08J2K08A3Y
- EC Number
- 208-307-3
- Nikkaji
- J39.503J
물성
구조 계산 물성
- XLogP
- 3.7
- 극성 표면적
- 37.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 458
실험 및 물리화학적 성질
Drugs
DEA NFLIS-Drug Category -> Steroids
DEA Schedule III Controlled Substance -> Anabolic steroids
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
물리화학적 성질
- 녹는점
- 178 · 178-183 °C
- 끓는 점
- 372.52 °C · 372.52°C (rough estimate)
- 밀도
- 1.032 · 1.0320 (rough estimate)
- 굴절률
- 1.4709 · 1.4709 (estimate)
- 인화점
- 9 ℃ · 9℃
- 저장 조건
- 2 · 2-8°C
- 용해도
- 1 mg/ml; · Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
- 산도 계수 (pKa)
- 15.08 · 15.08±0.60(Predicted)
- 물리적 상태
- powder
- 생물학적 소스
- synthetic
- 수용성
- 344.3 g/L · 344.3g/L(온도 미표시)
- Merck
- 13 · 13,8872
- BRN
- 2056371 · 2056371
- 주요 응용
- 법의학 및 독성학의약품(소분자)
- 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
- InChIKey
- NVKAWKQGWWIWPM-ABEVXSGRSA-N
- SMILES
- [H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2
- NIST
- Stanolone(521-18-6)
- EPA
- -3 · Androstan-3-one, 17-hydroxy-, (5.alpha.,17.beta.)- (521-18-6)
화학적 성질
White Crystalline Solid
안전 및 규제
GHS 분류
GHS Classification
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.
유해성 정보
Regulatory Information
DEA schedule III controlled substance
Status: Cease Manufacture Update: 31-10-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/12136
독성 정보
Drug Induced Liver Injury
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
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
안전 데이터
- wgk
- 3
- rtecs
- BV8052000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- 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
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 2Repr. 1A
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
화학 및 산업
약리 정보
ATC Code
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
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.
용도 및 제조
응용 분야
개요Stanolone 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.
용도Stanolone 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.
일반 설명Dihydrotestosterone (Item No. 15874) is an analytical reference standard categorized as an anabolic androgenic steroid. Anabolic steroids, including dihydrotestosterone, have been used to enhance physical performance in athletes. Dihydrotestosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: 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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