Androstane is a C19 steroid with a gonane core. Androstane can exist as either of two isomers, known as 5α-androstane and 5β-androstane.
Androstanes
Androstanol
3α,5α-Androstanol (5α-androstan-3α-ol) – an endogenous CAR antagonist
3α,5β-Androstanol (5α-androstan-3β-ol) – an endogenous CAR antagonist
5α,17-Androstanol (5α-androstan-17-ol) – an endogenous CAR antagonist
Androstanone
5α-Androstanone (5α-androstan-3-one)
Androstanediol
3α-Androstanediol (5α-androstane-3α,17β-diol) – an endogenous androgen, estrogen, and neurosteroid
3β-Androstanediol (5α-androstane-3β,17β-diol) – an endogenous estrogen
Androstanedione
5α-Androstanedione (5α-androstane-3,17-dione)
5β-Androstanedione (5β-androstane-3,17-dione)
Androstanolone
Dihydrotestosterone (5α-androstan-17β-ol-3-one) – an endogenous androgen
5β-Dihydrotestosterone (5β-androstan-17β-ol-3-one)
Androsterone (5α-androstan-3α-ol-17-one) – an endogenous androgen and neurosteroid
Epiandrosterone (5α-androstan-3β-ol-17-one) – an endogenous androgen
Etiocholanolone (5β-androstan-3α-ol-17-one) – an endogenous neurosteroid
Epietiocholanolone (5β-androstan-3β-ol-17-one)
Androstenes
Androstenol
3α,5α-Androstenol (5α-androst-16-en-3α-ol) – an endogenous pheromone, neurosteroid, and CAR antagonist
3β,5α-Androstenol (5α-androst-16-en-3β-ol) – an endogenous pheromone
Androstenone
5α-Androstenone (5α-androst-16-en-3-one) – an endogenous pheromone
Androstenediol
Δ5-Androstenediol (Δ5-androsten-3β,17β-diol) – an endogenous androgen, estrogen, and testosterone intermediate
Δ4-Androstenediol (Δ4-androsten-3β,17β-diol) – an androgen and testosterone prodrug
Δ1-Androstenediol (Δ1-androsten-3β,17β-diol) – an androgen and δ1-testosterone prodrug
Androstenedione
Δ4-Androstenedione (Δ4-androsten-3,17-dione) – an endogenous androgen and testosterone intermediate
Δ5-Androstenedione (Δ5-androsten-3,17-dione) – an androgen and testosterone prodrug
Δ1-Androstenedione (Δ1-androsten-3,17-dione) – an androgen and δ1-testosterone prodrug
Androstenetrione
δ4-Androstenetrione (δ4-androstene-3,6,17-trione) – an aromatase inhibitor
Androstenolone
Testosterone (δ4-androsten-17β-ol-3-one) – an endogenous androgen
δ1-Testosterone (δ1-androsten-17β-ol-3-one) – an androgen
Epitestosterone (δ4-androsten-17α-ol-3-one) – an inactive steroid
Dehydroepiandrosterone (δ5-androsten-3β-ol-17-one) – an endogenous androgen, neurosteroid, agonist of PPARα, PXR, and CAR, and testosterone intermediate
Androstadienes
Androstadienol
δ5-Androstadienol (δ5,16-androstadien-3β-ol) – an endogenous pheromone
δ4-Androstadienol (δ4,16-androstadien-3β-ol) – a synthetic pherine
Androstadienone
δ4-Androstadienone (δ4,16-androstadien-3-one) – an endogenous pheromone
Synthetic androgens and anabolic steroids are androstane derivatives.
Some progestins, such as ethisterone and dimethisterone, are also androstane derivatives.
