Introduction:Basic information about CAS 1818-71-9|Crotonoside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Crotonoside |
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| CAS Number | 1818-71-9 | Molecular Weight | 283.241 |
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| Density | 2.3±0.1 g/cm3 | Boiling Point | 831ºC at 760 mmHg |
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| Molecular Formula | C10H13N5O5 | Melting Point | / |
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| MSDS | ChineseUSA | Flash Point | 456.4ºC |
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Names
| Name | 2-hydroxyadenosine |
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| Synonym | More Synonyms |
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Crotonoside BiologicalActivity
| Description | Crotonoside 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]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Protein Tyrosine Kinase/RTK >>FLT3Signaling Pathways >>Cell Cycle/DNA Damage >>HDACSignaling Pathways >>Epigenetics >>HDAC |
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| Target | FLT3 HDAC3 HDAC6 |
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| In Vitro | Crotonoside (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. |
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| In Vivo | Crotonoside(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. |
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| 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. |
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Chemical & Physical Properties
| Density | 2.3±0.1 g/cm3 |
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| Boiling Point | 831ºC at 760 mmHg |
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| Molecular Formula | C10H13N5O5 |
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| Molecular Weight | 283.241 |
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| Flash Point | 456.4ºC |
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| Exact Mass | 283.091675 |
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| PSA | 159.51000 |
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| LogP | -3.42 |
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| Vapour Pressure | 2.83E-29mmHg at 25°C |
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| Index of Refraction | 1.955 |
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| InChIKey | MIKUYHXYGGJMLM-UUOKFMHZSA-N |
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| SMILES | Nc1[nH]c(=O)nc2c1ncn2C1OC(CO)C(O)C1O |
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Safety Information
| Hazard Codes | Xi |
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| Safety Phrases | 24/25 |
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| RIDADR | NONH for all modes of transport |
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| HS Code | 2934999090 |
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Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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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) |