Template:Relative affinities of anabolic steroids and related steroids

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Relative affinities of anabolic steroids and related steroids
Steroid	Chemical name	Relative binding affinities (%)
Steroid	Chemical name	PRTooltip Progesterone receptor	ARTooltip Androgen receptor	ERTooltip Estrogen receptor	GRTooltip Glucocorticoid receptor	MRTooltip Mineralocorticoid receptor	SHBGTooltip Sex hormone-binding globulin	CBGTooltip Corticosteroid-binding globulin
Androstanolone	DHT	1.4–1.5	60–120	<0.1	<0.1–0.3	0.15	100	0.8
Boldenone	Δ¹-T	<1	50–75	?	<1	?	?	?
Danazol	2,3-Isoxazol-17α-Ety-T	9	8	?	<0.1^a	?	8	10
Dienolone	∆⁹-19-NT	17	134	<0.1	1.6	0.3	?	?
Dimethyldienolone	∆⁹-7α,17α-DiMe-19-NT	198	122	0.1	6.1	1.7	?	?
Dimethyltrienolone	∆^9,11-7α,17α-DiMe-19-NT	306	180	0.1	22	52	?	?
Drostanolone	2α-Me-DHT	?	?	?	?	?	39	?
Ethisterone	17α-Ety-T	35	0.1	<1.0	<1.0	<1.0	25–92	0.3
Ethylestrenol	3-DeO-17α-Et-19-NT	?	?	?	?	?	<1	?
Fluoxymesterone	9α-F-11β-OH-17α-Me-T	?	?	?	?	?	≤3	?
Gestrinone	∆^9,11-17α-Ety-18-Me-19-NT	75–76	83–85	<0.1–10	77	3.2	?	?
Levonorgestrel	17α-Ety-18-Me-19-NT	170	84–87	<0.1	14	0.6–0.9	14–50	<0.1
Mestanolone	17α-Me-DHT	5–10	100–125	?	<1	?	84	?
Mesterolone	1α-Me-DHT	?	?	?	?	?	82–440	?
Metandienone	∆¹-17α-Me-T	?	?	?	?	?	2	?
Metenolone	∆¹-1-Me-DHT	?	?	?	?	?	3	?
Methandriol	17α-Me-A5	?	?	?	?	?	40	?
Methasterone	2α,17α-DiMe-DHT	?	?	?	?	?	58	?
Methyldienolone	∆⁹-17α-Me-19-NT	71	64	<0.1	6	0.4	?	?
Methyltestosterone	17α-Me-T	3	45–125	<0.1	1–5	?	5–64	<0.1
Methyl-1-testosterone	∆¹-17α-Me-DHT	?	?	?	?	?	69	?
Metribolone	∆^9,11-17α-Me-19-NT	208–210	199–210	<0.1	10–26	18	0.2–0.8	≤0.4
Mibolerone	7α,17α-DiMe-19-NT	214	108	<0.1	1.4	2.1	6	?
Nandrolone	19-NT	20	154–155	<0.1	0.5	1.6	1–16	0.1
Norethandrolone	17α-Et-19-NT	?	?	?	?	?	3	?
Norethisterone	17α-Ety-19-NT	155–156	43–45	<0.1	2.7–2.8	0.2	5–21	0.3
Norgestrienone	∆^9,11-17α-Ety-19-NT	63–65	70	<0.1	11	1.8	?	?
Normethandrone	17α-Me-19-NT	100	146	<0.1	1.5	0.6	7	?
Oxandrolone	2-Oxa-17α-Me-DHT	?	?	?	?	?	<1	?
Oxymetholone	2-OHMeEne-17α-Me-DHT	?	?	?	?	?	≤3	?
RU-2309 (17α-Me-THG)	∆^9,11-17α,18-DiMe-19-NT	230	143	<0.1	155	36	?	?
Stanozolol	2,3-Pyrazol-17α-Me-DHT	?	?	?	?	?	1–36	?
Testosterone	T	1.0–1.2	100	<0.1	0.17	0.9	19–82	3–8
1-Testosterone	∆¹-DHT	?	?	?	?	?	98	?
Tibolone	7α-Me-17α-Ety-19-N-5(10)-T	12	12	1	?	?	?	?
Δ⁴-Tibolone	7α-Me-17α-Ety-19-NT	180	70	1	<1	2	1–8	<1
Trenbolone	∆^9,11-19-NT	74–75	190–197	<0.1	2.9	1.33	?	?
Trestolone	7α-Me-19-NT	50–75	100–125	?	<1	?	12	?
Notes: Values are percentages (%). Reference ligands (100%) were progesterone for the PRTooltip progesterone receptor, testosterone for the ARTooltip androgen receptor, estradiol for the ERTooltip estrogen receptor, dexamethasone for the GRTooltip glucocorticoid receptor, aldosterone for the MRTooltip mineralocorticoid receptor, dihydrotestosterone for SHBGTooltip sex hormone-binding globulin, and cortisol for CBGTooltip corticosteroid-binding globulin. Footnotes: ^a = 1-hour incubation time (4 hours is standard for this assay; may affect affinity value). Sources: ^[1]^[2]^[3]^[4]^[5]^[6]^[7]^[8]^[9]^[10]

[pmid7382482-1] Delettré J, Mornon JP, Lepicard G, Ojasoo T, Raynaud JP (January 1980). "Steroid flexibility and receptor specificity". J. Steroid Biochem. 13 (1): 45–59. doi:10.1016/0022-4731(80)90112-0. PMID 7382482.

[pmid3695484-2] Ojasoo T, Delettré J, Mornon JP, Turpin-VanDycke C, Raynaud JP (1987). "Towards the mapping of the progesterone and androgen receptors". J. Steroid Biochem. 27 (1–3): 255–69. doi:10.1016/0022-4731(87)90317-7. PMID 3695484.

[pmid7421203-3] Raynaud JP, Bouton MM, Moguilewsky M, Ojasoo T, Philibert D, Beck G, Labrie F, Mornon JP (January 1980). "Steroid hormone receptors and pharmacology". J. Steroid Biochem. 12: 143–57. doi:10.1016/0022-4731(80)90264-2. PMID 7421203.

[pmid359134-4] Ojasoo T, Raynaud JP (November 1978). "Unique steroid congeners for receptor studies". Cancer Res. 38 (11 Pt 2): 4186–98. PMID 359134.

[pmid8136304-5] Ojasoo T, Raynaud JP, Doé JC (January 1994). "Affiliations among steroid receptors as revealed by multivariate analysis of steroid binding data". J. Steroid Biochem. Mol. Biol. 48 (1): 31–46. doi:10.1016/0960-0760(94)90248-8. PMID 8136304.

[pmid6539197-6] Saartok T, Dahlberg E, Gustafsson JA (June 1984). "Relative binding affinity of anabolic-androgenic steroids: comparison of the binding to the androgen receptors in skeletal muscle and in prostate, as well as to sex hormone-binding globulin". Endocrinology. 114 (6): 2100–6. doi:10.1210/endo-114-6-2100. PMID 6539197.

[RaynaudOjasoo1982-7] Raynaud JP, Ojasoo T, Pottier J, Salmon J (1982). "Chemical substitution of steroid hormones: Effect on receptor binding and pharmacokinetics". In Gerald Litwack (ed.). Biochemical Actions of Hormones. Vol. 9. Academic Press. pp. 305–342. ISBN 9780323153447.

[pmid7197818-8] Cunningham GR, Tindall DJ, Lobl TJ, Campbell JA, Means AR (September 1981). "Steroid structural requirements for high affinity binding to human sex steroid binding protein (SBP)". Steroids. 38 (3): 243–62. doi:10.1016/0039-128X(81)90061-1. PMID 7197818.

[pmid7195405-9] Pugeat MM, Dunn JF, Nisula BC (July 1981). "Transport of steroid hormones: interaction of 70 drugs with testosterone-binding globulin and corticosteroid-binding globulin in human plasma". J. Clin. Endocrinol. Metab. 53 (1): 69–75. doi:10.1210/jcem-53-1-69. PMID 7195405.

[pmid16112947-10] Kuhl H (2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration" (PDF). Climacteric. 8 Suppl 1: 3–63. doi:10.1080/13697130500148875. PMID 16112947.

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Template:Relative affinities of anabolic steroids and related steroids

See also

References