Compound: nandrolone
SMILES: O=C1C=C2[C@@H]([C@@H]3[C@H]([C@H]4[C@]([C@@H](O)CC4)(C)CC3)CC2)CC1
InChIKey: NPAGDVCDWIYMMC-IZPLOLCNSA-N
Synonyms: nandrolone, 19-Nortestosterone, 434-22-0, Nortestosterone, 19-Norandrostenolone, Norandrostenolone, Menidrabol, Nortestonate, Nandrolon, Oestrenolon, Norandrostenolon, 17beta-Hydroxy-4-estren-3-one, 4-Estren-17beta-ol-3-one, Nandrolona, Nandrolonum, 17beta-Hydroxy-19-nor-4-androsten-3-one, (17beta)-17-hydroxyestr-4-en-3-one, decadura, Nandrolone cIII, DTXSID7023350, Estr-4-en-3-one, 17beta-hydroxy-, Estr-4-en-3-one, 17-hydroxy-, (17beta)-, BIOBOL, 6PG9VR430D, (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one, NSC-3351, CHEBI:7466, DTXCID403350, Estrenolone, 17-Hydroxy-Estr-4-Ene-3-One, NSC3351, Nortestrionate, (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-one, 17beta Hydroxy 19 Nor 4 Androsten 3 One, RefChem:831718, A14AB01, S01XA11, 207-101-0, 17beta-hydroxyestr-4-en-3-one, Nortestosteronum, 17-beta-Hydroestr-4-en-3-one, (17-beta)-17-Hydroxyestr-4-en-3-one, Nandrolone (INN), Nandrolone [INN], CHEMBL757, (+)-19-Nortestosterone, NSC 3351, NCGC00159416-02, U 2410, Nandrolonum [INN-Latin], Nandrolona [INN-Spanish], decadura (TN), CAS-434-22-0, Nandrolone (1.0 mg/mL in Acetonitrile), SMR000058610, HSDB 3368, Nandrolone [INN:BAN], EINECS 207-101-0, 4-Estren-17.beta.-ol-3-one, UNII-6PG9VR430D, Nandrolone Base, Nandrolone, beta, Estr-4-en-3-one, 17-hydroxy-, (17b)-, Nandrolone, alpha, NCGC00164479-01, Nandrolone Decanoate EP Impurity D, 19-nor-testosterone, Estr-4-en-3-one, 17-beta-hydroxy-, 17.beta.-Nandrolone, NANDROLONE [MI], Nandrolone Decanoic acid, Estr-4-en-3-one, 17-hydroxy-, (17.beta.)-, enta[a]phenanthren-3-one, NANDROLONE [HSDB], 17.beta.-Nortestosterone, NANDROLONE [VANDF], EC 207-101-0, NANDROLONE [MART.], Estr-4-en-3-one, 17-hydroxy-, (17-beta)-, NANDROLONE [WHO-DD], SCHEMBL20140, MLS001423989, MLS002222325, orb401923, 17-Hydroxyestr-4-en-3-one, Nandrolone(19-nortestosterone), GTPL6949, Nandrolone, 1mg/ml in Methanol, Deca-Durabolin (decanoate ester), MSK2274, NANDROLONE CIII [USP-RS], Durabolin (phenylpropionate ester), HMS2051I04, HMS2098E05, HMS2272P06, HMS3715E05, Tox21_113167, Tox21_113199, Tox21_201212, BDBM50080092, LMST02010044, MSK2274-100A, AKOS015894933, MSK2274-1000A, Nandrolone (1 mg/mL in Acetonitrile), Nandrolone 1.0 mg/ml in Acetonitrile, Tox21_113167_1, CCG-100835, CS-1416, DB13169, GS-6819, NC00085, 4-ESTREN-3-ONE-17.BETA.-OL, NCGC00159416-03, NCGC00159416-04, NCGC00258764-01, AC-15207, AC-30575, CPD000058610, HY-17432, 19-Nortestosterone, >=99.0% (HPLC), NS00008687, C07254, D08250, Nandrolone, VETRANAL(TM), analytical standard, Q421709, SR-01000781257, Nortestosterone Solution in Acetonitrile, 1000ug/mL, Nortestosterone Solution in Acetonitrile, 100ug/mL, SR-01000781257-3, W-106227, BRD-K52080565-001-09-2, NANDROLONE DECANOATE IMPURITY D [EP IMPURITY], Nandrolone, British Pharmacopoeia (BP) Reference Standard, Nandrolone, United States Pharmacopeia (USP) Reference Standard, (1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one, (8~{R},9~{S},10~{R},13~{S},14~{S},17~{S})-13-methyl-17-oxidanyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1~{H}-cyclop, (8~{R},9~{S},10~{R},13~{S},14~{S},17~{S})-13-methyl-17-oxidanyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1~{H}-cyclop enta[a]phenanthren-3-one, (8R,10R,13S,17S)-17-Hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one, (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one, 6VW
Theoretical properties:
molecular_formula: C18H26O2
molecular_weight: 274.4 g/mol
exact_mass: 274.193280068 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Dimorphic crystals
color: Dimorphic crystals
melting_point: 112 and 124 °C
solubility: Soluble in ether, chloroform, and alcohol
Descriptions:
{"pubchem": "Nandrolone is a 3-oxo 4-steroid that is estr-4-en-3-one substituted by a beta-hydroxy group at position 17. It has a role as a human metabolite. It is a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and an anabolic androgenic steroid. It derives from a hydride of an estrane.", "chebi": "A 3-oxo \u0394<small><sup>4</small></sup>-steroid that is estr-4-en-3-one substituted by a \u03b2-hydroxy group at position 17.", "chembl": "NANDROLONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.", "wikipedia": "Nandrolone, also known as 19-nortestosterone, is an endogenous androgen. It is also an anabolic steroid (AAS) which is medically used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin). Nandrolone esters are used in the treatment of anemias, cachexia (muscle wasting syndrome), osteoporosis, breast cancer, and for other indications. They are now used by oral administration or instead are given by injection into muscle or fat.\nSide effects of nandrolone esters include symptoms of masculinization like acne, increased hair growth, and voice changes. They are synthetic androgens and anabolic steroids and hence are agonists of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). Nandrolone has strong anabolic effects and weak androgenic effects, which give them a mild side effect profile and make them especially suitable for use in women and children. There are metabolites of Nandrolone that act as long-lasting prodrugs in the body, such as 5\u03b1-Dihydronandrolone.\nNandrolone esters were first described and introduced for medical use in the late 1950s. They are among the most widely used anabolic steroid worldwide. In addition to their medical use, nandrolone esters are used to improve physique and performance, and are said to be the most widely used anabolic steroid for such purposes. The drugs are controlled substances in many countries and so non-medical use is generally illicit."}