Epiandrosterone, 99%, Thermo Scientific Chemicals

Epiandrosterone, 99%, CAS# 481-29-8, is a steroid hormone with weak androgenic activity. It is a metabolite and a precursor of testosterone and estradiol with hypolipidemic and anabolic activities.

Catalog Number	Quantity	Packaging
215390050	5g	Glass bottle

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Catalog number 215390050

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Chemical Identifiers

CAS481-29-8

IUPAC Name(3aS,3bR,5aS,7S,9aS,9bS,11aS)-7-hydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-one

Molecular FormulaC19H30O2

InChI KeyQGXBDMJGAMFCBF-LUJOEAJASA-N

SMILESC[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@@H](O)CC[C@]34C)[C@@H]1CCC2=O

Specifications

Infrared spectrumConforms

Appearance (Form)Crystalline powder

Appearance (Color)White to off-white

Loss on drying=<0.5 %

Melting point171°C to 177°C

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Epiandrosterone is a steroid hormone, derived from 5 α-androstane

• It is a dehydroepiandrosterone metabolite and an androgen

• It is a precursor of testosterone and estradiol with hypolipidemic and anabolic activities

Applications

• Epiandrosterone presents some neurological activity since it can bind to the ɣ-aminobutyric acid (GABA)/benzodiazepine-receptor complex (GABA-RC), acting as a negative non-competitive modulator of GABA-RC, and signaling through the N-methyl-D-aspartate receptor

• It can also inhibit the pentose phosphate pathway, dilating blood vessels pre-contracted by partial depolarization

• Epiandrosterone can inhibit the thromboxane A2 synthesis in activated platelets, decrease plasma plasminogen activator inhibitor type 1, reduce tissue plasminogen activator antigen, improve insulin-like growth factor 1 serum levels, and increase the synthesis of cyclic guanosine monophosphate and nitric oxide

• In vitro assays demonstrate that this compound inhibits Junin virus replication vitro anti-adenovirus (AdV) activity

• Epiandrosterone affects glucose oxidation and interleukin-1 beta in in vitro pancreatic islets

RUO – Research Use Only

Literature References

Nair, V.; Doman, C.; Morrison, M.; Miller, G.; Husk, J.; Eenoo, P.; Crouch, A.; Eichner, D. Evaluation of epiandrosterone as a long-term marker of testosterone use. Drug Test Anal. 2020, 12 (11-12), 1554-1560.

Acosta, E.G.; Bruttomesso, A.C.; Bisceglia, J.A.; Wachsman, M.B.; Galagovsky, L.R.; Castilla, V. Dehydroepiandrosterone, epiandrosterone and synthetic derivatives inhibit Junin virus replication in vitro. Virus Res. 2008, 135, (2), 203-212.

Romanutti, C.; Bruttomesso, A.C., Castilla, V.; Galagovsky, L.R.; Wachsman, M.B. Anti-adenovirus activity of epiandrosterone and dehydroepiandrosterone derivatives. Chemotherapy. 2010, 56, (2), 158-65. Laychock, S.G.; Bauer, A.L. Epiandrosterone and dehydroepiandrosterone affect glucose oxidation and interleukin-1 beta effects in pancreatic islets. Endocrinology. 1996, 137, (8), 3375-3385.