Ethanolamine-O-sulfate

Template:Chembox DrugClass Ethanolamine-O-sulfate[1]

Names
Preferred IUPAC name

2-Aminoethyl hydrogen sulfate

Other names

EOS; Aminoethyl sulfate; 2-Aminoethyl hydrogen sulphate; Sulfuric acid mono 2-aminoethyl ester; WAS-34

Identifiers

CAS Number

* 926-39-6 Y

3D model (JSmol)

* Interactive image

Abbreviations  | EOS
ChemSpider |

* 63409 Y

EC Number |

* 213-135-7

PubChem CID

* 5245535

UNII |

* 9C8F910HLK Y

InChI

* InChI=1S/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) N

Key: WSYUEVRAMDSJKL-UHFFFAOYSA-N N

SMILES

* C(COS(=O)(=O)O)N

Properties

Chemical formula

| C2H7NO4S
Molar mass | 141.14 g·mol−1
Melting point |  277 °C (531 °F; 550 K) (decomposes)
Hazards
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H302, H315, H319, H335
Pharmacology

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Ethanolamine-O-sulfate (EOS) is an ester of sulfuric acid and ethanolamine. EOS is a GABA transaminase inhibitor which prevents the metabolism of GABA.[2] It is used as a biochemical tool in studies involving GABA. EOS is also a diuretic[3] and an anticonvulsant.[4]

## References

1. ↑ 2-Aminoethyl hydrogen sulfate at Sigma-Aldrich
2. ↑ "Ethanolamine-O-sulfate enhances gamma-aminobutyric acid secretion into hypophysial portal blood and lowers serum prolactin concentrations". Neuroendocrinology 37 (5): 397–9. 1983. doi:10.1159/000123580. PMID 6646351.
3. ↑ German Patent DE2345291: Diuretic aminoalkyl sulfates; Somani, Pitambar; Martin, Donald Lyons (1974)
4. ↑ Anlezark, Gill; Horton, Roger W.; Meldrum, Brian S.; Sawaya, M. Christina B. (1976). "Anticonvulsant action of ethanolamine-O-sulfate and di-n-propylacetate and the metabolism of γ-aminobutyric acid (GABA) in mice with audiogenic seizures". Biochemical Pharmacology 25 (4): 413–417. doi:10.1016/0006-2952(76)90343-9. PMID 779794.

* v
* t
* e

GABA metabolism and transport modulators

Transporter|

| GAT|

* Inhibitors: 4-Aminovaleric acid
* β-Alanine
* Arecaidine
* CI-966
* DABA
* Deramciclane (EGIS-3886, EGYT-3886)
* EF-1502
* Gabaculine
* Guvacine
* Ibotenic acid
* Muscimol
* Nipecotic acid
* NNC 05-2090
* NO-711
* Riluzole
* SKF-89976A
* SNAP-5114
* TACA
* Tiagabine

|

VIAAT|

* Inhibitors: β-Alanine
* Bafilomycin A1
* Chicago sky blue 6B
* Evans blue
* GABA
* Glycine
* N-Butyric acid
* Nigericin
* Nipecotic acid
* Valinomycin
* Vigabatrin

Enzyme|

| GAD|

* Inhibitors: 3-Mercaptopropionic acid
* AAOA
* L-Allylglycine
* Semicarbazide

|

GABA-T|

* Inhibitors: 3-Hydrazinopropionic acid
* γ-Acetylenic-GABA
* AOAA
* EOS
* Gabaculine
* Isoniazid
* L-Cycloserine
* Phenelzine
* PEH
* Rosmarinic acid (lemon balm)
* Sodium valproate
* Valnoctamide
* Valproate pivoxil
* Valproate semisodium (divalproex sodium)
* Valproic acid
* Valpromide
* Vigabatrin

* Activators: 3-Methyl-GABA

See also
Receptor/signaling modulators
GABA receptor modulators
GABAA receptor positive modulators
Glutamate metabolism/transport modulators

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Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Ethanolamine-O-sulfate&oldid=4357719"
*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H335]: May cause respiratory irritation
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template
*[GABA]: γ-Aminobutyric acid
*[GAT]: GABA transporter
*[VIAAT]: Vesicular inhibitory amino acid transporter
*[GAD]: Glutamate decarboxylase
*[GABA-T]: γ-Aminobutyrate aminotransferase