Isopentenyladenosine-5'-monophosphate
Basic information
- CAS
20268-93-3- Standard SMILES
CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O- InChIKey
DUISZFLWBAPRBR-SDBHATRESA-N- Molecular formula
- C15H22N5O7P
- Average molar mass
- 415.34 g/mol
- Monoisotopic mass
- 415.12568506
Overview
N(6)-(dimethylallyl)adenosine 5'-monophosphate is the N6-dimethylallyl derivative of adenosine 5'-monophosphate. It is a conjugate acid of a N(6)-(dimethylallyl)adenosine 5'-phosphate(2-).
Names & identifiers
- Preferred name
- Isopentenyladenosine-5'-monophosphate
- IUPAC
- [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate
- English name
- N(6)-(delta(2)-isopentenyl)adenosine 5'-monophosphate
- Molecular formula
- C15H22N5O7P
- Molecular weight
- 415.34
Names & synonyms
20268-93-3N(6)-(delta(2)-Isopentenyl)adenosine 5'-monophosphateisopentenyladenosine-5'-monophosphateRefChem:923759Isopentenyl-AMPN(6)-(dimethylallyl)adenosine 5'-monophosphate5'-Adenylic acid, N-(3-methyl-2-buten-1-yl)-N-(3-Methyl-2-butenyl)-5'-adenylic acidN6-(delta2-Isopentenyl)-adenosine 5'-monophosphate[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphateN6-(Dimethylallyl)adenosine 5'-phosphateN(6)-isopentenyladenosine-5'-monophosphate
Show more names
IPAMPIsopentenyladenosine monophosphateN-Isopentenyladenosine 5'-phosphoric acidIsopentenyladenine 9-riboside monophosphateN-(3-Methyl-2-butenyl)adenosine 5'-phosphoric acidN6-ISOPENTENYLADENOSINE-5'MONOPHOSPHATE SODIUM S...N6-Isopentenyladenosine-5'-monophosphate sodium salt
N(6)-(dimethylallyl)adenosine 5'-phosphateisopentenyladenosine riboside-5'-monophosphateN(6)-(dimethylallyl)adenosine 5'-(dihydrogen phosphate)N(6)-(3-methylbut-2-en-1-yl)adenosine 5'-(dihydrogen phosphate)C15H22N5O7PNSC-268226NSC 268226n-(3-methylbut-2-en-1-yl)adenosine 5'-(dihydrogen phosphate)
Properties
Computed structural properties
- XLogP
- -1.4
- Topological polar surface area
- 172 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 616
Physicochemical properties
- Boiling point
- 758.9 · 758.9±70.0 °C(Predicted)
- Density
- 1.75 · 1.75±0.1 g/cm3(Predicted)
- pka
- 1.86 · 1.86±0.10(Predicted)
Chemistry & industry
Applications
UsesN6-Isopentenyladenosine-5''-monophosphate Sodium Salt can be used in a biological study of light effect on growth and endogeneous hormones in microalgae. It is in a more stable form than its free base form of N6-Isopentenyladenosine-5''-monophosphate.
Additional notes
DefinitionChEBI: The N6-dimethylallyl derivative of adenosine 5'-monophosphate.
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