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A166

Sp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt hydrate

≥98% (HPLC), solid

Synonym(s):

Sp-Cyclic 3′,5′-hydrogen phosphorothioate adenosine hydrate, Sp-cAMPS triethylammonium salt

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About This Item

Empirical Formula (Hill Notation):
C10H11N5O5PS · C6H16N · xH2O
CAS Number:
93602-66-5
Molecular Weight:
446.46 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
24890576
UNSPSC Code:
41106305
MDL number:
MFCD01459901
Assay:
≥98% (HPLC)
Form:
solid
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Quality Segment

100

assay

≥98% (HPLC)

form

solid

optical activity

[α]22/D −25.43°, c = 0.99 in H2O(lit.)

color

white

solubility

H2O: soluble

storage temp.

−20°C

SMILES string

CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O5PS.C6H15N/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7;1-4-7(5-2)6-3/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13);4-6H2,1-3H3/t4-,6-,7-,10-,21+;/m1./s1

InChI key

OXIPZMKSNMRTIV-BIQAKYJPSA-N

Biochem/physiol Actions

A potent, membrane-permeable activator of cAMP-dependent protein kinase I and II.
Sp-Diastereomer of adenosine 3′,5′-cyclic monophosphorothioate is a potent, membrane-permeable activator of cAMP dependent protein kinase I and II that mimics the effects of cAMP as a second messenger in numerous systems while being resistant to cyclic nucleotide phosphodiesterases; exhibits greater specificity and affinity than forskolin and cAMP analogs such as dibutyryl-cAMP.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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