Compound: androstenedione
SMILES: O=C1C=C2[C@]([C@@H]3[C@H]([C@H]4[C@](C(=O)CC4)(C)CC3)CC2)(C)CC1
InChIKey: AEMFNILZOJDQLW-QAGGRKNESA-N
Synonyms: androstenedione, Androst-4-ene-3,17-dione, 4-Androstene-3,17-dione, 63-05-8, 4-Androstenedione, Androtex, delta-4-Androstenedione, 3,17-Dioxoandrost-4-ene, SKF 2170, delta-4-Androsten-3,17-dione, NSC 9563, delta(sup 4)-Androstene-3,17-dione, DTXSID8024523, NSC-9563, (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione, CHEBI:16422, DELTA4-Androstene-3,17-dione, NSC9563, 409J2J96VR, DTXCID204523, delta 4 Androstenedione, 4 Androstene 3,17 dione, (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta(a)phenanthrene-3,17-dione, RefChem:388799, Therapeutic Androstenedione, (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo(8.7.0.02,7.011,15)heptadec-6-ene-5,14-dione, 200-554-5, Andro, Androstendione, Fecundin, 4-ANDROSTENE-3-17-DIONE, Androstenedione [JAN], delta-(sup4)-Androsten-3,17-dione, 17-Ketotestosterone, 4-Androsten-3,17-dione, MLS000028510, .DELTA.4-Androstene-3,17-dione, Androstenedione (JAN), NCGC00023902-06, SMR000058281, (8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione, delta-4-Androstene-3,17-dione, CAS-63-05-8, androst-4-ene-3,17-dione (androstenedione), delta4-androstenedione, Androstenedione (1.0 mg/mL in Acetonitrile), HSDB 7335, EINECS 200-554-5, CHEMBL274826, adione, UNII-409J2J96VR, MFCD00003615, Androstendione  degrees, 4-ANDENDION, Androsten-3,17-dione, Opera_ID_1694, Spectrum5_002059, [4-14C]-androstenedione, Epitope ID:135869, EC 200-554-5, androst-4-en-3,17-dione, ANDROSTENEDIONE [MI], BIDD:PXR0101, D4-Androstene-3,17-dione, Lopac0_000114, SCHEMBL23272, MLS000563086, MLS002152886, ANDROSTENEDIONE [HSDB], (4)-Androsten-3,17-dione, ANDROSTENEDIONE [VANDF], GTPL2860, ANDROSTENEDIONE [MART.], ANDROSTENEDIONE [WHO-DD], SCHEMBL20483050, BDBM91713, .delta.4-Androsten-3,17-dione, Androst-4-en-3,17-dione, 2, Delta(4)-androsten-3,17-dione, Delta(4)-androstene-3,17-dione, HMS2231F18, Androstenedione, 1mg/ml in Methanol, Tox21_110893, Tox21_202269, Tox21_300579, BBL033517, c1015, LMST02020007, MSK2287-100A, STK801871, AKOS005622710, MSK2287-1000A, Tox21_110893_1, [4-14C]androst-4-ene-3,17-dione, CCG-204209, DB01536, .delta.-(sup4)-Androsten-3,17-dione, Estr-5-ene-3,17-diol,(3b,17b)-, NCGC00023902-03, NCGC00023902-04, NCGC00023902-05, NCGC00023902-07, NCGC00023902-08, NCGC00023902-09, NCGC00254238-01, NCGC00259818-01, (3aS,3bR,9aR,9bS,11aS)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,7-dione, AC-11042, AC-33197, Androstenedione; 3,17-Dioxo-4-andostene, FA156791, VS-12118, A0845, EU-0100114, NS00010905, TESTOSTERONE IMPURITY A [EP IMPURITY], WLN: L E5 B666 FV OV MUTJ A1 E1, A 9630, C00280, D00051, Exemestane Impurity 5; Testosterone EP Impurity A, Q411064, SR-01000003096, SR-01000075697, Androstenedione Solution in Acetonitrile, 1000ug/mL, Androstenedione Solution in Acetonitrile, 100ug/mL, SR-01000003096-4, SR-01000075697-1, 8F5F4DCB-1164-4F2C-B4E3-3B74F684B189, 4-Androstene-3,17-dione, VETRANAL(TM), analytical standard, Androstenedione (Androst-4-ene-3,17-dione) 1.0 mg/ml in Acetonitrile, (8R,10R,13S)-10,13-Dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione, 117598-81-9
Theoretical properties:
molecular_formula: C19H26O2
molecular_weight: 286.4 g/mol
exact_mass: 286.193280068 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 34.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from hexane
color: Crystals from hexane
boiling_point: Decomposes at 200 °C before boiling
density: 1.18 g/cu cm at 20 °C (GLP compliance study)
vapor_pressure: 7.35X10-9 mm Hg at 20 °C (extrapolated from effusion method measurements between 75-110 °C)
Descriptions:
pubchem: Androstenedione can cause cancer according to The National Toxicology Program.
chebi: A 3-oxo Δ<small><sup>4</small></sup>-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads.
chembl: ANDROSTENEDIONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Androstenedione, or 4-androstenedione (abbreviated as A4 or Δ4-dione), also known as androst-4-ene-3,17-dione, is an endogenous weak androgen steroid hormone and intermediate in the biosynthesis of estrone and of testosterone from dehydroepiandrosterone (DHEA). It is closely related to androstenediol (androst-5-ene-3β,17β-diol).