Introduction：Basic information about CAS 7724-76-7|N6-Isopentenyladenosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | N6-Isopentenyladenosine |
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| CAS Number | 7724-76-7 | Molecular Weight | 335.358 |
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| Density | 1.6±0.1 g/cm3 | Boiling Point | 647.2±65.0 °C at 760 mmHg |
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| Molecular Formula | C15H21N5O4 | Melting Point | 143-146°C |
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| MSDS | / | Flash Point | 345.2±34.3 °C |
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Names
| Name | N6-(Δ2-isopentenyl)adenosine |
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| Synonym | More Synonyms |
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N6-Isopentenyladenosine BiologicalActivity
| Description | N6-Isopentenyladenosine (Riboprine), an RNA modification found in cytokinins, which regulate plant growth/differentiation, and a subset of tRNAs, where it improves the efficiency and accuracy of translation. N6-Isopentenyladenosine, an end product of the mevalonate pathway, is an autophagy inhibitor with an interesting anti-melanoma activity[1][2][3]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Autophagy >>Autophagy |
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| In Vitro | N6-isopentenyladenosine dual targeting of AMPK and Rab7 prenylation inhibits melanoma growth through the impairment of autophagic flux[2]. |
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| References | [1]. Colombo F, et al. Pharmacogenomics and analogues of the antitumour agent N6-isopentenyladenosine. Int J Cancer. 2009;124(9):2179-2185. [2]. Ranieri R, et al. N6-isopentenyladenosine dual targeting of AMPK and Rab7 prenylation inhibits melanoma growth through the impairment of autophagic flux. Cell Death Differ. 2018;25(2):353-367. [3]. Cheng HP, et al. Chemical Deprenylation of N6 -Isopentenyladenosine (i6 A) RNA. Angew Chem Int Ed Engl. 2020;59(26):10645-10650. |
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Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
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| Boiling Point | 647.2±65.0 °C at 760 mmHg |
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| Melting Point | 143-146°C |
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| Molecular Formula | C15H21N5O4 |
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| Molecular Weight | 335.358 |
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| Flash Point | 345.2±34.3 °C |
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| Exact Mass | 335.159363 |
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| PSA | 125.55000 |
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| LogP | 1.31 |
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| Vapour Pressure | 0.0±2.0 mmHg at 25°C |
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| Index of Refraction | 1.708 |
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| InChIKey | USVMJSALORZVDV-SDBHATRESA-N |
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| SMILES | CC(C)=CCNc1ncnc2c1ncn2C1OC(CO)C(O)C1O |
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| Storage condition | −20°C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- AU7404910
- CHEMICAL NAME :
- Adenosine, N-(3-methyl-2-butenyl)-
- CAS REGISTRY NUMBER :
- 7724-76-7
- LAST UPDATED :
- 198602
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C15-H21-N5-O4
- MOLECULAR WEIGHT :
- 335.41
HEALTH HAZARD DATAACUTE TOXICITY DATAMUTATION DATA - TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Rodent - rat Cells - not otherwise specified
- DOSE/DURATION :
- 3300 ug/L
- REFERENCE :
- BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 18,847,1969
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Safety Information
| Hazard Codes | Xi |
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| Safety Phrases | 24/25 |
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| WGK Germany | 3 |
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| RTECS | AU7404910 |
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Synonyms
| N-(3-Methyl-2-buten-1-yl)adenosine |
| N-(3-Methylbut-2-en-1-yl)adenosine |
| N6-(δ2-Isopentenyl)adenosine |
| 6-(g,g-Dimethylallylamino)purine Riboside |
| N-6-(δ-2-Isopentenyl)adenosine |
| isopentenyl-Adenosine-[d6] |
| Adenosine, N-(3-methyl-2-butenyl)- |
| riboprina |
| 6-N-((3-Methyl-2-butenyl)amino)-9-b-D-ribofuranosyl-9H-purine |
| N6-isopentenyladenosine |
| 6-(γ,γ-Dimethylallylamino)purine riboside |
| riboprine |
| N6-ISOPENTENYLADENOSINE-D6 |
| isopentenyladenosine |
| riboprinum |
| Isopentenyl-Adenosine |
| N(6)-(δ(2)-isopentenyl)adenosine |
| 2-IP RIBOSIDE |
| EINECS 231-771-3 |
| N6-(D2-Isopentenyl)adenosine |
| Adenosine, N-(3-methyl-2-buten-1-yl)- |
| N-6-(δ-2-Isopentenyl)adenosinehemihydrate |
| 2ipa |
| N(6)-(Delta(2)-isopentenyl)adenosine |
| n-isopentenyladenosine |
| MFCD00005741 |
