NADPH(4-) (BioCAD00000476297)
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Metabolite Card
Formula: C21H26N7O17P3 (741.0598)
SMILES: NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](OP([O-])([O-])=O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O
Synonyms [en]
NADPH; dihydronicotinamide adenine dinucleotide-P; 2'-O-phosphonatoadenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] diphosphate}; NADPH2; dihydronicotinamide adenine dinucleotide phosphate reduced; Reduced Nicotinamide Adenine Dinucleotide Phosphate
Last reviewed on 2024-06-28.
Cite this Page
NADPH(4-). 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: BioCAD00000476297). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Tetraanion of NADPH arising from deprotonation of the diphosphate and phosphate OH groups; major species at pH 7.3." []
DBLinks
- CAS Registry Number: 53-57-6
- PubChem CID: 15983949
- ChEBI: 57783
- HMDB:
- LipidMaps:
- KEGG:
- BioCyc: NADPH
- NCBI MeSH: NADP
- Wikipedia: Nicotinamide_adenine_dinucleotide_phosphate
Other DBLinks
- CAS Registry Number: 2646-71-1
- CAS Registry Number: 53-57-6
- CAS Registry Number: 53-59-8
- PubChem: 15983949
- PubChem: 42609791
- ChEBI: ChEBI:57783
- BioCyc: NADPH
- NCBI MeSH: NADP
- Wikipedia: Nicotinamide_adenine_dinucleotide_phosphate
- DrugBank: DB02338
- DrugBank: DB03461
Class / Ontology
- ChEBI: [CHEBI:57783] NADPH(4-)
| ID | EC Number | Name |
|---|---|---|
| BioCyc:ISOCITDEH-RXN | 1.1.1.42 | THREO-DS-ISO-CITRATE + NADP<=>2-KETOGLUTARATE + CARBON-DIOXIDE + NADPH |
| BioCyc:RXN-9540 | 1.1.1.100 | 3-oxo-palmitoyl-[acyl-carrier protein] reductase |
| BioCyc:RXN-20456 | NADPH + WATER --> CPD-14133 | |
| BioCyc:RXN-8850 | 2.1.1.148 | DUMP + METHYLENE-THF-GLU-N + NADPH + PROTON --> TMP + THF-GLU-N + NADP |
| BioCyc:RXN-9536 | 1.1.1.100 | 3-oxo-meristoyl-[acyl-carrier protein] reductase |
| BioCyc:RXN-9532 | 1.1.1.100 | 3-oxo-dodecanoyl-[acyl-carrier protein] reductase |
| BioCyc:SHIKIMATE-5-DEHYDROGENASE-RXN | 1.1.1.25 | PROTON + 3-DEHYDRO-SHIKIMATE + NADPH --> SHIKIMATE + NADP |
| BioCyc:3-OXOACYL-ACP-REDUCT-RXN | 1.1.1.100 | B-KETOACYL-ACP + NADPH + PROTON --> OH-ACYL-ACP + NADP |
| BioCyc:GLUTDEHYD-RXN | 1.4.1.4 | PROTON + AMMONIUM + 2-KETOGLUTARATE + NADPH --> GLT + WATER + NADP |
| BioCyc:RXN-9633 | 1.1.1.100 | 3-oxo-stearoyl-[acyl-carrier protein] reductase |
| BioCyc:RXN-9528 | 1.1.1.100 | 3-oxo-decanoyl-[acyl-carrier protein] reductase |
| BioCyc:MALATE-DEHYDROGENASE-NADP+-RXN | 1.1.1.82 | MAL + NADP<=>PROTON + NADPH + OXALACETIC_ACID |
| BioCyc:RXN-16765 | NADPH --> CPD-18085 | |
| BioCyc:RXN1A0-6303 | 1.3.1.- | Hepta-oxo-hexadecanoyl-ACPs + NADPH + PROTON --> Actinorhodin-Intermediate-2 + NADP |
| BioCyc:METHYLENETHFDEHYDROG-NADP-RXN | 1.5.1.5 | METHYLENE-THF-GLU-N + NADP<=>5-10-METHENYL-THF-GLU-N + NADPH |
| BioCyc:ACETOOHBUTREDUCTOISOM-RXN | 1.1.1.86 | PROTON + 2-ACETO-2-HYDROXY-BUTYRATE + NADPH --> 1-KETO-2-METHYLVALERATE + NADP |
| BioCyc:RXN-5901 | 1.1.1.36 | ACETOACETYL-COA + NADPH + PROTON --> CPD-650 + NADP |
| BioCyc:RXN-21991 | 1.5.1.- | METHYLENE-THF-GLU-N + NADPH + PROTON --> 5-METHYL-THF-GLU-N + NADP |
| BioCyc:ASPARTATE-SEMIALDEHYDE-DEHYDROGENASE-RXN | 1.2.1.11 | L-ASPARTATE-SEMIALDEHYDE + Pi + NADP<=>L-BETA-ASPARTYL-P + NADPH + PROTON |
| BioCyc:N-ACETYLGLUTPREDUCT-RXN | 1.2.1.38 | PROTON + N-ACETYL-GLUTAMYL-P + NADPH --> CPD-469 + NADP + Pi |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:HUMAN_PWY-5453 | methylglyoxal degradation III |
| BioCyc:HUMAN_OXIDATIVEPENT-PWY | pentose phosphate pathway (oxidative branch) |
| BioCyc:HUMAN_NADPHOS-DEPHOS-PWY-1 | NAD phosphorylation and dephosphorylation |
| BioCyc:HUMAN_PWY-6032 | cardenolide biosynthesis |
| BioCyc:HUMAN_PWY-7455 | allopregnanolone biosynthesis |
| BioCyc:HUMAN_PWY3DJ-11470 | sphingosine and sphingosine-1-phosphate metabolism |
| BioCyc:HUMAN_PWY-6430 | thymine degradation |
| BioCyc:HUMAN_PROSYN-PWY | proline biosynthesis |
| BioCyc:HUMAN_PWY66-425 | lysine degradation II (pipecolate pathway) |
| BioCyc:HUMAN_TRYPTOPHAN-DEGRADATION-1 | tryptophan degradation |
| BioCyc:HUMAN_PWY-6307 | tryptophan degradation via tryptamine |
| BioCyc:HUMAN_PWY66-401 | superpathway of tryptophan utilization |
| BioCyc:HUMAN_PWY66-378 | androgen biosynthesis |
| BioCyc:HUMAN_PWY-7606 | docosahexaenoate biosynthesis III (mammals) |
| BioCyc:META_PWY-5290 | secologanin and strictosidine biosynthesis |
| BioCyc:META_PWY-7150 | polymethylated quercetin glucoside biosynthesis I - quercetin series (Chrysosplenium) |
| BioCyc:META_PWY-6718 | sulfoacetaldehyde degradation III |
| BioCyc:META_PWY-5316 | nicotine biosynthesis |
| BioCyc:META_PWY-7151 | polymethylated quercetin glucoside biosynthesis II - quercetagetin series (Chrysosplenium) |
| BioCyc:META_PWY-5083 | NAD/NADH phosphorylation and dephosphorylation |