基本情報
- CAS
361432-57-7- 標準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- 分子式
- C19H30O2
- 平均分子量
- 290.4 g/mol
概要
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.
名称と識別子
- 優先名称
- 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
- 英語名
- d3-5α-Dihydrotestosterone
- 分子式
- C19H30O2
- 分子量
- 290.45
名称と別名
STANOLONEAndrostanolonedihydrotestosterone521-18-6AnabolexAndractimAndroloneNeodrol4-DihydrotestosteroneAnaboleenProteinaStanaprol
名称をさらに表示
d3-5α-Dihydrotestosterone
Protona5alpha-DihydrotestosteroneCristerona MB17beta-Hydroxy-5alpha-androstan-3-oneAndrostanolona5alpha-Androstan-17beta-ol-3-one5-alpha-DihydrotestosteroneTestosterone, dihydro-
データベース識別子
- CAS
361432-57-7- ChEMBL
CHEMBL27769- ChEBI
CHEBI:16330- UNII
- 08J2K08A3Y
- EC Number
- 208-307-3
- Nikkaji
- J39.503J
物性
構造計算による物性
- XLogP
- 3.7
- 極性表面積
- 37.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 458
実験および物理化学的性質
Chemical ClassesHormone
Drugs
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
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point181 °C
Physical DescriptionSolid
Collision Cross Section177.31 Ų [M+H]+
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
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.
危険有害性情報
Regulatory Information
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%)
毒性情報
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
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
化学と産業
薬理情報
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.
Absorption, Distribution and ExcretionBioavailability is very low (0-2%) following oral administration.
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysAndrogen and Estrogen Metabolism
用途と製造
UsesDihydrotestosterone is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use ClassificationPharmaceuticals
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