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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O7
Molecular Weight 480.6341
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 20-HYDROXYECDYSONE

SMILES

CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=NKDFYOWSKOHCCO-YPVLXUMRSA-N
InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1

HIDE SMILES / InChI

Description

20-Hydroxyecdysone is a naturally occurring ecdysteroid hormone, which is marketed as dietary supplements that can increase strength and muscle mass during resistance training, particularly bodybuilding. It was found, that 20-hydroxyecdysone did not affect body composition or training adaptations nor did they influence the anabolic/catabolic hormone status or general markers of catabolism in resistance-trained males. Because is known, that ecdysteroids have been shown to prevent various changes in mammalian tissues after female sex hormone deprivation. 20-Hydroxyecdysone also was investigated on these properties. It was found in rats, that 20-Hydroxyecdysone had a beneficial effect on reducing blood pressure and consequently preventing dilated cardiac hypertrophy. Some in vitro experiments showed, that 20-hydroxyecdysone had effects on lymphocytes and neutrophils, and may act as an immunomodulator.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

Cmax

ValueDoseCo-administeredAnalytePopulation
141 ng/mL
100 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
317 ng/mL
350 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
399 ng/mL
700 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
710 ng/mL
1400 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
346 ng/mL
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
388 ng/mL
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
453 ng/mL
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
506 ng/mL
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
524 ng/mL
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
560 ng/mL
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
819 ng × h/mL
100 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
1927 ng × h/mL
350 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2589 ng × h/mL
700 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
4097 ng × h/mL
1400 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2141 ng × h/mL
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2389 ng × h/mL
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2234 ng × h/mL
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2768 ng × h/mL
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2429 ng × h/mL
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3203 ng × h/mL
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2.4 h
100 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3.26 h
350 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
4.85 h
700 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3.84 h
1400 mg single, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
4.39 h
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3.39 h
350 mg 1 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3 h
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3.06 h
350 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
3.72 h
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens
2.81 h
450 mg 2 times / day multiple, oral
20-HYDROXYECDYSONE plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
200 mg of 20-hydroxyecdysone for 8-weeks during training. At 0, 4, and 8-weeks, subjects donated fasting blood samples and completed comprehensive muscular strength, muscular endurance, anaerobic capacity, and body composition.
Route of Administration: Oral
In Vitro Use Guide
20-hydroxyecdysone (1 microM) was found to activate in vitro T-cell CD2 presentation, which is suppressed both in secondary immunodeficient persons and pharmacologically by increasing intracellular cAMP levels. In addition, 20-hydroxyecdysone (1 microM) was also revealed to modulate the fluoride-stimulated respiratory burst of human neutrophils in the same manner as water soluble antioxidants.