Epiandrosterone Sulfate

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 531019

CAS#: 977-35-5 (sulfate)

Description: Epiandrosterone Sulfate is a steroid hormone with weak androgenic activity. Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA.

Chemical Structure

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Epiandrosterone Sulfate
CAS# 977-35-5 (sulfate)
Instruction

Theoretical Analysis

MedKoo Cat#: 531019
Name: Epiandrosterone Sulfate
CAS#: 977-35-5 (sulfate)
Chemical Formula: C19H30O5S
Exact Mass: 0.00
Molecular Weight: 370.504
Elemental Analysis: C, 61.59; H, 8.16; O, 21.59; S, 8.65

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 977-35-5 (sulfate)   481-29-8 (free)   28507-02-0 (16-bromo)  

Synonym: Epiandrosterone Sulfate, Epiandrosterone, Epiandrosterone 16-bromo, Epiandrosterone 16 bromo,

IUPAC/Chemical Name: (3S,5S,9S,10S,13S,14S)-10,13-dimethyl-17-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl hydrogen sulfate

InChi Key: ZMITXKRGXGRMKS-DDCNXBGYSA-N

InChi Code: InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13-,14?,15-,16-,18-,19-/m0/s1

SMILES Code: C[C@]12CC[C@H](OS(=O)(O)=O)C[C@]1([H])CCC3[C@]2([H])CC[C@@]4(C)[C@@]3([H])CCC4=O

Appearance: White to off-white crystalline powder.

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 370.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Sánchez-Guijo A, Oji V, Hartmann MF, Traupe H, Wudy SA. Simultaneous quantification of cholesterol sulfate, androgen sulfates, and progestagen sulfates in human serum by LC-MS/MS. J Lipid Res. 2015 Sep;56(9):1843-51. doi: 10.1194/jlr.D061499. Epub 2015 Aug 2. PubMed PMID: 26239050; PubMed Central PMCID: PMC4548788.

2: Livshits G, Macgregor AJ, Gieger C, Malkin I, Moayyeri A, Grallert H, Emeny RT, Spector T, Kastenmüller G, Williams FM. An omics investigation into chronic widespread musculoskeletal pain reveals epiandrosterone sulfate as a potential biomarker. Pain. 2015 Oct;156(10):1845-51. doi: 10.1097/j.pain.0000000000000200. PubMed PMID: 25915148; PubMed Central PMCID: PMC4770329.

3: Lewis JG, Bason LM, Elder PA. Production and characterization of monoclonal antibodies to dehydroepiandrosterone sulfate: application to direct enzyme-linked immunosorbent assays of dehydroepiandrosterone sulfate and androsterone/epiandrosterone sulfates in plasma. Steroids. 1996 Dec;61(12):682-7. PubMed PMID: 8987136.

4: Dury AY, Ke Y, Gonthier R, Isabelle M, Simard JN, Labrie F. Validated LC-MS/MS simultaneous assay of five sex steroid/neurosteroid-related sulfates in human serum. J Steroid Biochem Mol Biol. 2015 May;149:1-10. doi: 10.1016/j.jsbmb.2015.01.006. Epub 2015 Jan 13. PubMed PMID: 25595042.

5: Sánchez-Guijo A, Neunzig J, Gerber A, Oji V, Hartmann MF, Schuppe HC, Traupe H, Bernhardt R, Wudy SA. Role of steroid sulfatase in steroid homeostasis and characterization of the sulfated steroid pathway: Evidence from steroid sulfatase deficiency. Mol Cell Endocrinol. 2016 Dec 5;437:142-153. doi: 10.1016/j.mce.2016.08.019. Epub 2016 Aug 13. PubMed PMID: 27531568.

6: Mitamura K, Setaka M, Shimada K, Honma S, Namiki M, Koh E, Mizokami A. Determination of sulfates of androsterone and epiandrosterone in human serum using isotope diluted liquid chromatography-electrospray ionization-mass spectrometry. Biomed Chromatogr. 2005 Dec;19(10):796-801. PubMed PMID: 15954157.

7: Higashi T, Shibayama Y, Kawasaki I, Shimada K. Determination of salivary 17-ketosteroid sulfates using liquid chromatography-electrospray ionization-mass spectrometry. J Pharm Biomed Anal. 2007 Apr 11;43(5):1782-8. Epub 2007 Jan 8. PubMed PMID: 17257796.

8: PLAGER JE. THE BINDING OF ANDROSTERONE SULFATE, ETHIOCHOLANOLONE SULFATE, AND DEHYDROISOANDROSTERONE SULFATE BY HUMAN PLASMA PROTEIN. J Clin Invest. 1965 Jul;44:1234-9. PubMed PMID: 14328399; PubMed Central PMCID: PMC292597.

9: Brind JL. Direct radioimmunoassay of androstenediol-3-sulfate in the serum of normal men. Steroids. 1991 Jun;56(6):320-4. PubMed PMID: 1926228.

10: Shackleton CH, Kletke C, Wudy S, Pratt JH. Dehydroepiandrosterone sulfate quantification in serum using high-performance liquid chromatography/mass spectrometry and a deuterated internal standard: a technique suitable for routine use or as a reference method. Steroids. 1990 Oct;55(10):472-8. PubMed PMID: 2149221.

11: Zwicker H, Rittmaster RS. Androsterone sulfate: physiology and clinical significance in hirsute women. J Clin Endocrinol Metab. 1993 Jan;76(1):112-6. PubMed PMID: 8380602.

12: Key TJ, Pike MC, Wang DY, Moore JW. Long term effects of a first pregnancy on serum concentrations of dehydroepiandrosterone sulfate and dehydroepiandrosterone. J Clin Endocrinol Metab. 1990 Jun;70(6):1651-3. PubMed PMID: 2140833.

13: LaBella F, Havlicek V, Pinsky C, Leybin L. Opiate-like naloxone-reversible effects of androsterone sulfate in rats. Can J Physiol Pharmacol. 1978 Dec;56(6):940-4. PubMed PMID: 743633.

14: MacIndoe JH. The hydrolysis of estrone sulfate and dehydroepiandrosterone sulfate by MCF-7 human breast cancer cells. Endocrinology. 1988 Sep;123(3):1281-7. PubMed PMID: 2969800.

15: Luu-The V. Assessment of steroidogenesis and steroidogenic enzyme functions. J Steroid Biochem Mol Biol. 2013 Sep;137:176-82. doi: 10.1016/j.jsbmb.2013.05.017. Epub 2013 Jun 13. Review. PubMed PMID: 23770321.

16: Urbanoski K, Harris J, Gijsbers K, Dubrovsky B. Androsterone sulfate increases dentate gyrus population spike amplitude following tetanic stimulation. Physiol Behav. 2000 Dec;71(5):435-40. PubMed PMID: 11239660.

17: LaBella FS, Havlicek V, Pinsky C. Opiate-like excitatory effects of steroid sulfates and calcium-complexing agents given cerebroventricularly. Brain Res. 1979 Jan 12;160(2):295-305. PubMed PMID: 216460.

18: STAIB W, SCHARF F, DJAVADIAN F. [Steroid conjugates. VII. Excretion of dehydroisoandrosterone sulfate and androsterone sulfate in human urine]. Hoppe Seylers Z Physiol Chem. 1961 Sep 20;325:177-82. German. PubMed PMID: 13916108.

19: Matteri RK, Stanczyk FZ, Gentzschein EE, Delgado C, Lobo RA. Androgen sulfate and glucuronide conjugates in nonhirsute and hirsute women with polycystic ovarian syndrome. Am J Obstet Gynecol. 1989 Dec;161(6 Pt 1):1704-9. PubMed PMID: 2532471.

20: CONRAD SH, LINDBERG MC, HERRMANN WL. SIGNIFICANCE OF PLASMA DEHYDROISOANDROSTERONE AND ANDROSTERONE SULFATES IN THE DIAGNOSIS OF VIRILIZING DISORDERS. Am J Obstet Gynecol. 1965 Feb 15;91:449-56. PubMed PMID: 14259133.