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7724-76-7

7724-76-7 structure
7724-76-7 structure
  • Name: N6-Isopentenyladenosine
  • Chemical Name: N6-(Δ2-isopentenyl)adenosine
  • CAS Number: 7724-76-7
  • Molecular Formula: C15H21N5O4
  • Molecular Weight: 335.358
  • Catalog: Biochemical Nucleoside drugs Nucleoside intermediate
  • Create Date: 2018-08-07 18:21:07
  • Modify Date: 2024-01-02 11:39:46
  • 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].

Name N6-(Δ2-isopentenyl)adenosine
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
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].
Related Catalog
In Vitro N6-isopentenyladenosine dual targeting of AMPK and Rab7 prenylation inhibits melanoma growth through the impairment of autophagic flux[2].
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.

Density 1.6±0.1 g/cm3
Boiling Point 647.2±65.0 °C at 760 mmHg
Melting Point 143-146°C
Molecular Formula C15H21N5O4
Molecular Weight 335.358
Flash Point 345.2±34.3 °C
Exact Mass 335.159363
PSA 125.55000
LogP 1.31
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.708
Storage condition −20°C

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 DATA

ACUTE TOXICITY DATA

MUTATION 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
Hazard Codes Xi
Safety Phrases 24/25
WGK Germany 3
RTECS AU7404910