5'-Deoxy-5'-isobutylthioadenosine

Category	Herpes simplex Virus (HSV)
CAS	35899-54-8
Description	5'-Deoxy-5'-isobutylthioadenosine selectively inhibits spermine synthase.

Quotation Now

Product Information

Synonyms	SIBA; 5'-Isobutylthio-5'-deoxyadenosine; 5'-S-Isobutylthioadenosine; 5'-Deoxy-5'-S-isobutyladenosine; 5'-S-Isobutyl-5'-deoxyadenosine; (2R,3R,4S,5S)-2-(6-Aminopurin-9-yl)-5-(2-methylpropylsulfanylmethyl)oxolane-3,4-diol
IUPAC Name	(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(2-methylpropylsulfanylmethyl)oxolane-3,4-diol
Molecular Weight	339.414
Molecular Formula	C14H21N5O3S
Canonical SMILES	CC(C)CSCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O
InChI	InChI=1S/C14H21N5O3S/c1-7(2)3-23-4-8-10(20)11(21)14(22-8)19-6-18-9-12(15)16-5-17-13(9)19/h5-8,10-11,14,20-21H,3-4H2,1-2H3,(H2,15,16,17)/t8-,10-,11-,14-/m1/s1
InChIKey	JDDUQGRUPLKDNT-IDTAVKCVSA-N
Purity	95%
Solubility	In vitro: 10 mM in DMSO
Appearance	White Solid
Application	Antimalarials
Storage	Powder: -20°C: 3 years 4°C: 2 years In solvent: -80°C: 6 months -20°C: 1 month
Complexity	405
Exact Mass	339.13651072
In Vitro	SIBA (0.5 mM; 24-96 h) shows strong anti-proliferative activity against 3LL and RMS-J1 tumour cells SIBA (1 mM; 12, 24 h) reversibly inhibits HSV production in HEp2 cells (infected by HSV-1) SIBA inhibits protein synthesis by 98% after 10 h infection of HEp2 cells (infected by HSV-1) SIBA (1 mM; 8.5 h) inhibits protein synthesis and RNA methylation in HEp2 cells (infected by HSV-1) SIBA (0.5, 1.0 mM; 24, 48 h) inhibits the conversion of putrescine into spermidine and/or spermine and that this inhibition is a reversible one (interferes with polyamine biosynthesis, probably by blocking aminopropyltransferase).
In Vivo	SIBA (0.5 mM; 24-96 h) shows strong anti-proliferative activity against 3LL and RMS-J1 tumour cells.
PSA	144.61000
Target	Nucleoside Antimetabolite/Analog; HSV; Parasite
XLogP3-AA	1.1