N6-(Delta2-Isopentenyl)-adenine (BioCAD00000014941)
Metabolite Card
Formula: C10H13N5 (203.1171)
SMILES: CC(C)=CCNC1=NC=NC2=C1N=CN2
Synonyms [en]
isopentenyladenine; N6-(delta2-Isopentenyl)-adenine; 6-(gamma,gamma-Dimethylallylamino)purine; N6-Dimethylallyladenine; N6-(3-Methylbut-2-enyl)adenine; N6-(delta2-Isopentenyl)adenine
Last reviewed on 2024-06-28.
Cite this Page
N6-(Delta2-Isopentenyl)-adenine. 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: BioCAD00000014941). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group." []
DBLinks
- CAS Registry Number: 2365-40-4
- PubChem CID: 92180
- ChEBI: 17660
- HMDB: HMDB0245646
- LipidMaps:
- KEGG: C04083
- BioCyc: CPD-4209
- NCBI MeSH: N(6)-(delta(2)-isopentenyl)adenine
- Wikipedia:
Other DBLinks
- CAS Registry Number: 2365-40-4
- PubChem: 6776
- PubChem: 92180
- ChEBI: ChEBI:17660
- HMDB: HMDB02313
- HMDB: HMDB0245646
- KEGG: C04083
- BioCyc: CPD-4209
- NCBI MeSH: N(6)-(delta(2)-isopentenyl)adenine
- DrugBank: DB08768
- RefMet: RM0033101
- MoNA: BAF_UVA_POS000752
- MoNA: CCMSLIB00000578065
- MoNA: CCMSLIB00000578323
- MoNA: CCMSLIB00005720522
- MoNA: CCMSLIB00005720818
- MoNA: EMBL-MCF_spec143464
- MoNA: EMBL-MCF_spec143508
- MoNA: EMBL-MCF_spec143926
- MoNA: EMBL-MCF_spec75232
- MoNA: FiehnHILIC000453
- MoNA: FiehnHILIC001275
- MoNA: FiehnHILIC002024
- MoNA: FiehnHILIC002776
- MoNA: MoNA023934
- MoNA: MoNA032384
- MoNA: MoNA032386
- MoNA: MoNA032387
- MoNA: MoNA034416
- MoNA: MoNA034417
- MoNA: MoNA034418
- MoNA: MoNA036276
- MoNA: MoNA036277
- MoNA: MoNA036278
- MoNA: MoNA037278
- MoNA: MoNA038004
- MoNA: MoNA038640
- MoNA: PR010096
- MoNA: PR020106
- MoNA: PR100490
- MoNA: PS003701
- MoNA: PS003702
- MoNA: PS003703
- MoNA: PS003704
- MoNA: PS003705
- MoNA: PS003707
- MoNA: UA007401
- Metlin: METLIN_6612
- Coconut NaturalProduct: CNP0256675.0
- Coconut NaturalProduct: CNP0590984.0
- Coconut NaturalProduct: CNP0595675.0
Class / Ontology
- WishartLab ClassyFire: [Purines and purine derivatives] Purines and purine derivatives
- RefMet: [Alkylaminopurines] Alkylaminopurines
- ChEBI: [CHEBI:17660] N(6)-dimethylallyladenine
- Coconut NaturalProduct: [Purine alkaloids] Purine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R03726 | 2.5.1.24 | S-adenosyl-L-methionine:N6-(delta2-isopentenyl)-adenine 3-(3-amino-3-carboxypropyl)-transferase |
| KEGG:R05708 | 1.5.99.12 | N6-dimethylallyladenine:(acceptor) oxidoreductase |
| KEGG:R08068 | isopentenyladenine,NADPH---hemoprotein reductase:oxygen oxidoreductase (trans-zeatin-forming) | |
| KEGG:R08072 | C16427 + C00001<=>C04083 + C00121 | |
| Rhea:RHEA:13626 | 1.5.99.12 | N6-dimethylallyladenine + A + H2O => 3-methyl-2-butenal + adenine + AH2 |
| Rhea:RHEA:13627 | 1.5.99.12 | 3-methyl-2-butenal + adenine + AH2 => N6-dimethylallyladenine + A + H2O |
| Rhea:RHEA:13628 | 1.5.99.12 | N6-dimethylallyladenine + A + H2O <=> 3-methyl-2-butenal + adenine + AH2 |
| Rhea:RHEA:19582 | 2.5.1.24 | N6-dimethylallyladenine + S-adenosyl-L-methionine => discadenine + S-methyl-5'-thioadenosine + H+ |
| Rhea:RHEA:19583 | 2.5.1.24 | discadenine + S-methyl-5'-thioadenosine + H+ => N6-dimethylallyladenine + S-adenosyl-L-methionine |
| Rhea:RHEA:19584 | 2.5.1.24 | N6-dimethylallyladenine + S-adenosyl-L-methionine <=> discadenine + S-methyl-5'-thioadenosine + H+ |
| Rhea:RHEA:48561 | 3.2.2 | N6-(dimethylallyl)adenosine 5'-phosphate + H2O => N6-dimethylallyladenine + D-ribose 5-phosphate |
| Rhea:RHEA:48562 | 3.2.2 | N6-dimethylallyladenine + D-ribose 5-phosphate => N6-(dimethylallyl)adenosine 5'-phosphate + H2O |
| Rhea:RHEA:48563 | 3.2.2 | N6-(dimethylallyl)adenosine 5'-phosphate + H2O <=> N6-dimethylallyladenine + D-ribose 5-phosphate |
| BioCyc:RXN-4727 | 2.4.1.- | CPD-12575 + CPD-4209 --> PROTON + CPD-4602 + UDP |
| BioCyc:RXN-4313 | 3.2.2.- | CPD-4205 + WATER --> CPD-15317 + CPD-4209 |
| BioCyc:RXN-4728 | 2.4.1.- | CPD-12575 + CPD-4209 --> PROTON + CPD-4603 + UDP |
| BioCyc:RXN-4621 | 1.5.99.- | CPD-4209 + FAD + WATER + PROTON --> PRENAL + ADENINE + FADH2 |
| BioCyc:RXN-4317 | CPD-4209 + WATER + Acceptor --> CPD-4210 + Donor-H2 | |
| BioCyc:DISCADENINE-SYNTHASE-RXN | 2.5.1.24 | S-ADENOSYLMETHIONINE + CPD-4209 --> PROTON + DISCADENINE + 5-METHYLTHIOADENOSINE |
| BioCyc:RXN-4315 | CPD-4207 + WATER<=>D-Ribofuranose + CPD-4209 |
Taxonomy Source
- Beta vulgaris [ncbi taxid: 161934]
- Bradyrhizobium japonicum [ncbi taxid: 375]
- Castanea spp. [ncbi taxid: ]
- Chara globularis [ncbi taxid: 69338]
- Cichorium intybus [ncbi taxid: 13427]
- Citrullus lanatus [ncbi taxid: 3654]
- Corynebacterium fascians [ncbi taxid: ]
- Datura innoxia [ncbi taxid: ]
- Daucus carota [ncbi taxid: 4039]
- Dryopteris crassirhizoma [ncbi taxid: 97234]
- Ecklonia maxima [ncbi taxid: 428677]
- Equisetum arvense [ncbi taxid: 3258]
- Gossypium hirsutum [ncbi taxid: 3635]
- Humulus lupulus [ncbi taxid: 3486]
- Lycopersicon esculentum [ncbi taxid: ]
- Mangifera indica [ncbi taxid: 29780]
- Mercurialis ambigua [ncbi taxid: ]
- Mercurialis annua [ncbi taxid: 3986]
- Nicotiana tabacum [ncbi taxid: 4097]
- Oryza sativa [ncbi taxid: 4530]
- Phaseolus mungo [ncbi taxid: ]
- Pimpinella anisum [ncbi taxid: 271192]
- Pisum sativum [ncbi taxid: ]
- Pseudotsuga menziesii [ncbi taxid: 3357]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
- Triticum aestivum [ncbi taxid: 4565]
- Aldrovanda vesiculosa [ncbi taxid: 173386]
- Azolla pinnata [ncbi taxid: 99433]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-2681 | trans-zeatin biosynthesis |
| BioCyc:ARA_PWY-2901 | cytokinins 9-N-glucoside biosynthesis |
| BioCyc:META_PWY-2881 | cytokinins 7-N-glucoside biosynthesis |
| BioCyc:META_PWY-2901 | cytokinins 9-N-glucoside biosynthesis |
| BioCyc:META_PWY-2902 | cytokinin-O-glucosides biosynthesis |
| BioCyc:ARA_PWY-2881 | cytokinins 7-N-glucoside biosynthesis |
| BioCyc:META_PWY-2841 | cytokinins degradation |
| BioCyc:ARA_PWY-2841 | cytokinins degradation |
| BioCyc:ARA_PWY-2681 | trans-zeatin biosynthesis |
| Plant Reactome:R-OSA-9826798 | Gravitropism under normal or artificial gravity environments |
| Plant Reactome:R-OSA-9828944 | Regulation of lemma joint development and leaf angle by cytokinin |
| Plant Reactome:R-OSA-9924422 | Shoot gravitropism: development, growth, and architecture of shoot in response to gravity |
| Plant Reactome:R-OAU-2744345 | Metabolism and regulation |
| Plant Reactome:R-TAE-1119292 | Cytokinins conjugates biosynthesis |
| Plant Reactome:R-FVE-1119375 | Cytokinins 9-N-glucoside biosynthesis |
| Plant Reactome:R-MES-2744345 | Metabolism and regulation |
| Plant Reactome:R-MES-2744341 | Hormone signaling, transport, and metabolism |
| Plant Reactome:R-TDI-2744345 | Metabolism and regulation |
| Plant Reactome:R-DRO-2744345 | Metabolism and regulation |
| Plant Reactome:R-OGU-2744341 | Hormone signaling, transport, and metabolism |