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N6-Isopentenyladenosine

CAT: 1568-C04001-25mgSize: 25 mgDry Ice: NoHazardous: No
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CAT#:1568-C04001-25mgSize:25 mg
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CAS Number
7724-76-7
Synonyms
Riboprine
Additionnal Information
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.
Storage Conditions
3 years-20°C powder 2 years-80°C in solvent

Chemical Information

Isopentenyladenosine

N(6)-(Delta(2)-isopentenyl)adenosine is a nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a 2-isopentenyl group. It has a role as a plant growth regulator, an antineoplastic agent and a plant metabolite. It is a N-ribosyl-N(6)-isopentenyladenine and a nucleoside analogue. It is functionally related to an adenosine.

CAS Number7724-76-7
PubChem CID24405
IUPAC Name(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolane-3,4-diol
Molecular FormulaC15H21N5O4
Molecular Weight335.36
XLogP1.1
Topological Polar Surface Area126
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Heavy Atom Count24
Formal Charge0
Complexity461
SMILES
CC(=CCNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)C
InChI
InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1
InChIKey
USVMJSALORZVDV-SDBHATRESA-N
Chemical Structure
2D Structure
2D structure of Isopentenyladenosine
CAS: 7724-76-7
CID: 24405
Formula: C15H21N5O4
MW: 335.36
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight335.36
XLogP31.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass335.15935417
Monoisotopic Mass335.15935417
Topological Polar Surface Area126 Ų
Heavy Atom Count24
Formal Charge0
Complexity461
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes