CAS 1818-71-9|Crotonoside

Introduction:Basic information about CAS 1818-71-9|Crotonoside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCrotonoside
CAS Number1818-71-9Molecular Weight283.241
Density2.3±0.1 g/cm3Boiling Point831ºC at 760 mmHg
Molecular FormulaC10H13N5O5Melting Point/
MSDSChineseUSAFlash Point456.4ºC

Names

Name2-hydroxyadenosine
SynonymMore Synonyms

Crotonoside BiologicalActivity

DescriptionCrotonoside is isolated from Chinese medicinal herb, Croton. Crotonoside inhibits FLT3 and HDAC3/6, exhibits selective inhibition in acute myeloid leukemia (AML) cells. Crotonoside could be a promising new lead compound for the treatment of AML[1].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Protein Tyrosine Kinase/RTK >>FLT3Signaling Pathways >>Cell Cycle/DNA Damage >>HDACSignaling Pathways >>Epigenetics >>HDAC
Target

FLT3

HDAC3

HDAC6

In VitroCrotonoside (0-200 μM;) selectively inhibits the viability of AML cell line MV4-11, MOLM-13 (with FLT3-ITD mutant) and KG-1 (without FLT3-ITD mutant) in a dose-dependent manner with an IC50 of 11.6 μM, 12.7 μM and 17.2 μM, respectively[1]. Crotonoside (0-100μM; 7 hours) inhibits the phosphorylation of FLT3 Erk1/2, Akt/mTOR and STAT5 is strongly inhibited by crotonoside at higher concentration of 12.5 μM in a concentration-dependent manner[1]. Crotonoside (0-100 μM; 12 hours) exhibits a dose-dependent increase in the percentage of G0/G1 phase and a dose-dependent decrease in the percentage of G2/M and S phases cells[1]. Crotonoside (0-100 μM; 24 hours) leads to concentration-dependent changes in the number of apoptotic MV4-11 cells, results in a dose-dependent decrease in the level of pro-caspase-3 and a dose-dependent increase in the level of the cleaved caspase-3 fragments[1]. Cell Viability Assay[1] Cell Line: AML cell line MV4-11, MOLM-13 and KG-1 cells Concentration: 0-200 μM Incubation Time: 72 hours Result: Inhibited AML cells growth than other cell lines tested. Western Blot Analysis[1] Cell Line: MV4-11 cells Concentration: 0 μM, 12.5 μM, 25 μM, 50 μM Incubation Time: 7 hours Result: Inhibited AML cells growth than other cell lines tested. Cell Cycle Analysis[1] Cell Line: MV4-11 cells Concentration: 0 μM, 12.5 μM, 25 μM, 50 μM Incubation Time: 12 hours Result: Induced cell cycle arrest in G0/G1. Apoptosis Analysis[1] Cell Line: MV4-11 cells Concentration: 0 μM, 12.5 μM, 25 μM, 50 μM Incubation Time: 24 hours Result: Induced MV4-11 cell apoptosis.
In VivoCrotonoside(intraperitoneal and intravenous injection; 70 mg/kg, 35 mg/kg; once daily) induces a significant antitumor activity and inhibited xenograft tumor progress as compared to treatment with vehicle[1]. Animal Model: NOD-SCID mice with MV4-11 cells[1] Dosage: 70 mg/kg, 35 mg/kg Administration: Intraperitoneal and intravenous injection; 70 mg/kg, 35 mg/kg; once daily Result: Produced significant AML tumor inhibition rates of 93.5% at 70 mg/kg.
References

[1]. Li YZ,et al. Crotonoside exhibits selective post-inhibition effect in AML cells via inhibition of FLT3 and HDAC3/6. Oncotarget. 2017 Sep 8;8(61):103087-103099.

Chemical & Physical Properties

Density2.3±0.1 g/cm3
Boiling Point831ºC at 760 mmHg
Molecular FormulaC10H13N5O5
Molecular Weight283.241
Flash Point456.4ºC
Exact Mass283.091675
PSA159.51000
LogP-3.42
Vapour Pressure2.83E-29mmHg at 25°C
Index of Refraction1.955
InChIKeyMIKUYHXYGGJMLM-UUOKFMHZSA-N
SMILESNc1[nH]c(=O)nc2c1ncn2C1OC(CO)C(O)C1O

Safety Information

Hazard CodesXi
Safety Phrases24/25
RIDADRNONH for all modes of transport
HS Code2934999090

Customs

HS Code2934999090
Summary2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

3-Hydroadenosine, 2-oxo-
iso-Gr
Isoguanosine
2(1H)-Oxoadenosine
adenosine, 2-oxo-
2-Oxo-1,2-dihydro-adenosin
ISOGUANOSINE RIBOSIDE
2-Oxoadenosine
2-Oxo-3-hydroadenosine
2-Hydroxyadenosine
CROTONOSID
isoguanineriboside
CROTONOSIDE
ISOGUANOSINE(P)
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