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606-58-6

606-58-6 structure
606-58-6 structure
  • Name: Toyocamycin
  • Chemical Name: 4-AMINO-5-CYANO-7-(β-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
  • CAS Number: 606-58-6
  • Molecular Formula: C12H13N5O4
  • Molecular Weight: 291.26300
  • Catalog: Signaling Pathways Cell Cycle/DNA Damage IRE1
  • Create Date: 2019-01-10 17:31:49
  • Modify Date: 2024-01-11 07:25:18
  • Toyocamycin (Vengicide) is an adenosine analog produced by Actinomycete, acts as an XBP1 inhibitor, inhibits IRE1α-induced ATP-dependent XBP1 mRNA cleavage, with an IC50 of 80 nM. Toyocamycin (Vengicide) induces apoptosis. Toyocamycin (Vengicide) shows no effect on IRE1α auto-phosphorylation[1].
Name 4-AMINO-5-CYANO-7-(β-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
Synonyms TOYOCAMYCIN
vengicide
siromycin
a-399-y4
unamycin-b
e-212
uramycinb
7-Cyano-7-deazaadenosine
e-212-1
Description Toyocamycin (Vengicide) is an adenosine analog produced by Actinomycete, acts as an XBP1 inhibitor, inhibits IRE1α-induced ATP-dependent XBP1 mRNA cleavage, with an IC50 of 80 nM. Toyocamycin (Vengicide) induces apoptosis. Toyocamycin (Vengicide) shows no effect on IRE1α auto-phosphorylation[1].
Related Catalog
Target

IC50: 80 nM (XBP1 activation)[1]
References

[1]. Toyocamycin, et al. Identification of Toyocamycin, an agent cytotoxic for multiple myeloma cells, as a potent inhibitor of ER stress-induced XBP1 mRNA splicing. Blood Cancer J. 2012 Jul;2(7):e79.
Density 1.91g/cm3
Boiling Point 721.1ºC at 760 mmHg
Molecular Formula C12H13N5O4
Molecular Weight 291.26300
Flash Point 389.9ºC
Exact Mass 291.09700
PSA 150.44000
Index of Refraction 1.849
Storage condition -20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY9100000
CHEMICAL NAME :
7H-Pyrrolo(2,3-d)pyrimidine-5-carbonitrile, 4-amino-7-beta-D-ribofuranosyl-
CAS REGISTRY NUMBER :
606-58-6
BEILSTEIN REFERENCE NO. :
0048454
LAST UPDATED :
199612
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C12-H13-N5-O4
MOLECULAR WEIGHT :
291.30
WISWESSER LINE NOTATION :
T56 BN GN INJ DCN FZ B- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
71 ug/L
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 30,481,1987
Hazard Codes Xi
RIDADR NONH for all modes of transport
Precursor  0

DownStream  1


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