Basic information
- CAS
382-45-6- Standard SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2C(=O)C[C@]2(C)C(=O)CC[C@@H]12- InChIKey
RZRPTBIGEANTGU-IRIMSJTPSA-N- Molecular formula
- C19H24O3
- Average molar mass
- 300.4 g/mol
Overview
Adrenosterone is a 3-oxo 4-steroid that is androst-4-ene carrying three oxo-substituents at positions 3, 11 and 17. It has a role as an EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor, an androgen, a marine metabolite and a human urinary metabolite. It is a 17-oxo steroid, an 11-oxo steroid, a 3-oxo-Delta(4) steroid and an androstanoid. It derives from a hydride of an androstane.
Names & identifiers
- Preferred name
- Adrenosterone
- IUPAC
- (8S,9S,10R,13S,14S)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11,17-trione
- English name
- Adrenosterone
- Molecular formula
- C19H24O3
- Molecular weight
- 300.39
Names & synonyms
ADRENOSTERONE382-45-6Androst-4-ene-3,11,17-trioneAndrenosteroneReichstein's substance G11-Ketoandrostenedione11-Oxy-4-androstenedione11-Keto-androstenedione11-OXONSC 12166AE4E9102GYDTXSID801019311
Show more names
Nsc12166s substance GReichstein'REICHSTEIN'S 'G'(+)-ADRENOSTERONEAdrenosterone >
NSC-12166CHEBI:2495(1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadec-6-ene-5,14,17-trione(1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14,17-trioneRefChem:915191DTXCID901477289206-843-24-Androstene-3,11,17-trione
Database identifiers
- CAS
382-45-6、82043-34-3、911474-75-4- PubChem CID
- 223997
- DTXSID
DTXSID301020915- ChEMBL
CHEMBL485683- ChEBI
CHEBI:2495
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 51.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 616
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesChemical shift
Physical DescriptionSolid
Collision Cross Section172.74 Ų [M+H]+
Physicochemical properties
- Melting point
- 219 · 219-222 °C(lit.)
- alpha
- 300 · 300 º (c=1 in chloroform)
- Boiling point
- 381.62 °C · 381.62°C (rough estimate)
- Density
- 1.1381 · 1.1381 (rough estimate)
- refractive index
- 290 ° · 290 ° (C=0.2, EtOH)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P272, P280, P301+P316, P302+P352, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- 3
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Metabolite PathwaysAndrostenedione Metabolism
Applications
UsesAndrostenedione is a steroid hormone. It is used to make medicine. Androstenedione is used to increase the production of the hormone testosterone to enhance athletic performance, increase energy, keep red blood cells healthy, enhance recovery and growth from exercise, and increase sexual desire and performance.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers93 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Related reactions
7 records
Compound notes
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