4-Androstenediol
Basic information
- CAS
1156-92-9- Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2O- InChIKey
BTTWKVFKBPAFDK-LOVVWNRFSA-N- Molecular formula
- C19H30O2
- Average molar mass
- 290.4 g/mol
- Monoisotopic mass
- 290.2245802
Overview
4-Androstenediol is a 3-hydroxy steroid. It has a role as an androgen.
Names & identifiers
- Preferred name
- 4-Androstenediol
- IUPAC
- (3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
- English name
- 4-Androstenediol
- Molecular formula
- C19H30O2
- Molecular weight
- 290.44
Names & synonyms
4-Androstenediol1156-92-9Androst-4-ene-3beta,17beta-diolUNII-G10EHA9I0DG10EHA9I0DAndrost-4-ene-3.beta.,17.beta.-diol4-ANDENDIOL3beta,17beta-Dihydroxy-4-androstenedelta4-Androstene-3beta,17beta-diolNSC 12458NSC-12458(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
Show more names
ANDROSTENEDIOL, 4-DELTA-4-ANDROSTENEDIOL4-AndrostenediolSeriesANDROSTENEDIOL, 4-(RG)4-ANDROSTENE-3, 17-DIOL3B,17B-4-ANDROSTENEDIOLandrost-4-ene-3,17-diol4-ANDROSTEN-3β, 17β-DIOL
4-Androstene-3b,17b-diolandrost-4-en-3b,17b-diolD4-Androstene-3b,17b-diolAndrost-4-ene-3b,17b-diol3b,17b-Dihydroxy-4-androstene4-Androsten-3beta,17beta-diolDTXSID5036505ANDROST-4-ENE-1,1 DIOL
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 470
Experimental & physicochemical properties
Drugs
DEA Schedule III Controlled Substance -> Anabolic steroids
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 155.5 °C · 155.5 °C
- Boiling point
- 430.1 · 430.1±45.0 °C(Predicted)
- Density
- 1.12 · 1.12±0.1 g/cm3(Predicted)
- solubility
- 25 mg/ml; · DMF: 25 mg/ml; DMSO: 15 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
- form
- A crystalline solid
- pka
- 14.38 · 14.38±0.70(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P270, P280, P301+P316, P318, P321, P330, 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
Regulatory InformationDEA schedule III controlled substance
Safety data
- hs_code
- 29372900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
- DEA Controlled Substances
- CSCN: 4000CSA SCH: Schedule IIINARC: No
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
Description4-Androstenedione (4AD) is a hormone with androgenic effects, commonly derived from testicular urine. It appears as a white crystalline powder and serves as an intermediate in the synthesis of norethindrone, testosterone propionate, and nandrolone phenylpropionate.
UsesAndrostenediol is a metabolite of testosterone (T155000). It is used for weight training and recovery, and to increase testosteroneproduction and stamina.
Additional notes
DefinitionChEBI: 4-Androstenediol is a 3-hydroxy steroid. It has a role as an androgen.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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