N6-(delta2-Isopentenyl)-adenosine 5'-monophosphate (BioCAD00000014942)
Metabolite Card
Formula: C15H22N5O7P (415.1257)
SMILES: CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
Synonyms [en]
Isopentenyl-AMP; N6-(Dimethylallyl)adenosine 5'-phosphate; N(6)-Dimethylallyl-AMP; N(6)-(dimethylallyl)adenosine 5'-(dihydrogen phosphate); Isopentenyladenosine riboside-5'-monophosphate; N(6)-(Delta(2)-Isopentenyl)adenosine 5'-monophosphate
Last reviewed on 2024-06-28.
Cite this Page
N6-(delta2-Isopentenyl)-adenosine 5'-monophosphate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000014942). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate, also known as n6-(dimethylallyl)adenosine 5'-phosphate or isopentenyl-amp, is a member of the class of compounds known as purine ribonucleoside monophosphates. Purine ribonucleoside monophosphates are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. N6-(delta2-isopentenyl)-adenosine 5'-monophosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). N6-(delta2-isopentenyl)-adenosine 5'-monophosphate can be found in a number of food items such as arctic blackberry, japanese pumpkin, lichee, and acorn, which makes n6-(delta2-isopentenyl)-adenosine 5'-monophosphate a potential biomarker for the consumption of these food products.
DBLinks
- CAS Registry Number: 20268-93-3
- PubChem CID: 100221
- ChEBI: 15819
- HMDB: HMDB0304433
- LipidMaps:
- KEGG: C04713
- BioCyc: CPD-4205
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 20268-93-3
- PubChem: 100221
- ChEBI: ChEBI:15819
- HMDB: HMDB0304433
- KEGG: C04713
- BioCyc: CPD-4205
- Metlin: METLIN_64085
- Coconut NaturalProduct: CNP0280401.1
- Coconut NaturalProduct: CNP0280401.2
- Coconut NaturalProduct: CNP0525628.1
Class / Ontology
- WishartLab ClassyFire: [Phenanthrenes and derivatives] Phenanthrenes and derivatives
- ChEBI: [CHEBI:15819] N(6)-(dimethylallyl)adenosine 5'-monophosphate
- Coconut NaturalProduct: [Purine alkaloids] Purine alkaloids
- Coconut NaturalProduct: [Piperidine alkaloids] Piperidine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R04038 | 2.5.1.27 | 2-isopentenyl-diphosphate:AMP delta2-isopentenyltransferase |
| KEGG:R08055 | isopentenyladenosine-5'-monophosphate,NADPH---hemoprotein reductase:oxygen oxidoreductase (trans-zeatin-riboside-monophosphate-forming) | |
| KEGG:R08062 | C16426 + C00001<=>C04713 + C00009 | |
| KEGG:R08069 | C04713 + C00001<=>C16427 + C00009 | |
| BioCyc:RXN-4313 | 3.2.2.- | CPD-4205 + WATER --> CPD-15317 + CPD-4209 |
| BioCyc:RXN-4307 | 2.5.1.27 | CPD-4211 + AMP --> CPD-4205 + PPI |
| BioCyc:RXN-4311 | CPD-4203 + WATER<=>PROTON + CPD-4205 + Pi | |
| BioCyc:RXN-4308 | 1.14.14.- | CPD-4205 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-4206 + Ox-NADPH-Hemoprotein-Reductases + WATER |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| Plant Reactome:R-PDA-2744345 | Metabolism and regulation |
| Plant Reactome:R-CCA-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-JCU-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-JCU-9030769 | Growth and developmental processes |
| Plant Reactome:R-PAB-1119413 | Trans-zeatin biosynthesis |
| Plant Reactome:R-PAB-9030769 | Growth and developmental processes |
| Plant Reactome:R-CSI-2744345 | Metabolism and regulation |
| Plant Reactome:R-CSI-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-CSI-9030769 | Growth and developmental processes |
| Plant Reactome:R-PTA-1119413 | Trans-zeatin biosynthesis |
| Plant Reactome:R-MDO-2744345 | Metabolism and regulation |
| Plant Reactome:R-MDO-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-OGR-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-CAR-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-CCN-1119413 | Trans-zeatin biosynthesis |
| Plant Reactome:R-AIP-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-OSA-9030769 | Growth and developmental processes |
| Plant Reactome:R-OSA-9031670 | Vegetative structure development |
| Plant Reactome:R-ADU-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-ORU-9031670 | Vegetative structure development |