D-Xylulose 5-phosphate (BioCAD00000009478)
Metabolite Card
Formula: C5H11O8P (230.0192)
SMILES: OCC(=O)[C@@H](O)[C@H](O)COP(O)(O)=O
Synonyms [en]
D-Xylulose 5-phosphate; D-xylulose-5-phosphate; 5-O-phosphono-D-xylulose; 5-O-phosphono-D-threo-pentos-2-ulose; D-threo-pentos-2-ulose 5-(dihydrogen phosphate); D-xylulose-5-P
Last reviewed on 2024-06-28.
Cite this Page
D-Xylulose 5-phosphate. 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: BioCAD00000009478). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Xylulose 5-phosphate (Xu-5-P) is a metabolite of the hexose monophosphate pathway that activates protein phosphatase 2A to mediate the acute effects of carbohydrate feeding on the glycolytic pathway, as well as the coordinate long-term control of the enzymes required for fatty acid and triglyceride synthesis. Xu-5-P is the signal for the coordinated control of lipogenesis. Feeding carbohydrate causes levels of liver glucose, Glucose-6-phosphate (Glc-6-P), and Fructose-6-phosphate (Fru-6-P) to rise. Elevation of Fru-6-P leads to elevation of Xu-5-P in reactions catalyzed by the near-equilibrium isomerases of the nonoxidative portion of the hexose monophosphate pathway (ribulose 5-phosphate (Ru5P) epimerase [EC 5.1.3.1], ribose 5-phosphate (Rib5P) isomerase [EC 5.3.1.6], transaldolase [EC 2.2.1.2], and transketolase [EC 2.2.1.1]). The elevation of Xu-5-P is the coordinating signal that both acutely activates phosphofructokinase [PFK; EC 2.7.1.11] in glycolysis and promotes the action of the transcription factor carbohydrate responsive element binding protein (ChREBP) to increase transcription of the genes for the enzymes of lipogenesis, the hexose monophosphate shunt, and glycolysis, all of which are required for the de novo synthesis of fat. (PMID 12721358).
DBLinks
- CAS Registry Number: 4212-65-1
- PubChem CID: 439190
- ChEBI: 16332
- HMDB: HMDB0000868
- LipidMaps:
- KEGG: C00231
- BioCyc:
- NCBI MeSH: xylulose-5-phosphate
- Wikipedia: Xylulose 5-phosphate
Other DBLinks
- CAS Registry Number: 105931-44-0
- CAS Registry Number: 4212-65-1
- CAS Registry Number: 60802-29-1
- PubChem: 439190
- PubChem: 850
- ChEBI: ChEBI:16332
- HMDB: HMDB0000868
- HMDB: HMDB00868
- KEGG: C00231
- NCBI MeSH: xylulose-5-phosphate
- Wikipedia: Xylulose 5-phosphate
- Wikipedia: Xylulose_5-phosphate
- DrugBank: DB04034
- RefMet: RM0136029
- Metlin: METLIN_5829
- Coconut NaturalProduct: CNP0198905.2
Class / Ontology
- WishartLab ClassyFire: [Carbohydrates and carbohydrate conjugates] Carbohydrates and carbohydrate conjugates
- RefMet: [Pentose phosphates] Pentose phosphates
- ChEBI: [CHEBI:16332] D-xylulose 5-phosphate
- Coconut NaturalProduct: [Monosaccharides] Monosaccharides
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01067 | 2.2.1.1 | D-fructose 6-phosphate:D-glyceraldehyde-3-phosphate glycolaldehyde transferase |
| KEGG:R01440 | 2.2.1.3 | D-xylulose-5-phosphate:formaldehyde glycolaldehydetransferase |
| KEGG:R01529 | 5.1.3.1 | D-ribulose-5-phosphate 3-epimerase |
| KEGG:R01621 | 4.1.2.9 | D-xylulose 5-phosphate D-glyceraldehyde-3-phosphate-lyase (adding phosphate; acetyl-phosphate-forming) |
| KEGG:R01639 | 2.7.1.17 | ATP:D-xylulose 5-phosphotransferase |
| KEGG:R01641 | 2.2.1.1 | sedoheptulose-7-phosphate:D-glyceraldehyde-3-phosphate glycolaldehyde transferase |
| KEGG:R01830 | 2.2.1.1 | beta-D-fructose 6-phosphate:D-glyceraldehyde-3-phosphate glycolaldehyde transferase |
| KEGG:R05850 | 5.1.3.4 | L-ribulose-5-phosphate 4-epimerase |
| KEGG:R06861 | 2.2.1.1 | D-xylulose-5-phosphate:thiamin diphosphate glycolaldehydetransferase; |
| KEGG:R09544 | 1.1.1.301 | D-arabitol-phosphate:NAD+ oxidoreductase |
| KEGG:R12668 | 2.2.1.13 | apulose-4-phosphate:D-glyceraldehyde-3-phosphate glycolaldehydetransferase |
| KEGG:R13000 | 2.2.1.15 | 6-deoxy-6-sulfo-D-fructose:D-glyceraldehyde-3-phosphate glycolaldehydetransferase |
| KEGG:R13001 | 2.2.1.15 | 4-deoxy-4-sulfo-D-erythrulose:D-glyceraldehyde-3-phosphate glycolaldehydetransferase |
| KEGG:R13512 | 2.3.1.330 | D-xylulose 5-phosphate:acyl-carrier protein glycolyltransferase |
| KEGG:R13513 | 2.3.1.330 | C00231 + C15972<=>C00118 + C23051 |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:LEISH_PWY3IU-99 | superpathway of central carbon metabolism |
| BioCyc:TRYPANO_PWY-1861 | formaldehyde assimilation II (RuMP Cycle) |
| BioCyc:TRYPANO_P21-PWY | pentose phosphate pathway (partial) |
| BioCyc:CAULONA1000_PENTOSE-P-PWY | pentose phosphate pathway |
| BioCyc:CAULONA1000_P21-PWY | pentose phosphate pathway (partial) |
| BioCyc:CAULONA1000_XYLCAT-PWY | xylose degradation I |
| BioCyc:LEISH_DARABITOLUTIL-PWY | D-arabitol degradation |
| BioCyc:TRYPANO_NONOXIPENT-PWY | pentose phosphate pathway (non-oxidative branch) |
| BioCyc:TRYPANO_P122-PWY | heterolactic fermentation |
| BioCyc:LEISH_NONOXIPENT-PWY | pentose phosphate pathway (non-oxidative branch) |
| BioCyc:LEISH_LARABITOLUTIL-PWY | xylitol degradation |
| BioCyc:TRYPANO_P124-PWY | Bifidobacterium shunt |
| BioCyc:CALBI_PENTOSE-P-PWY | superpathway of oxidative and non-oxidative branches of pentose phosphate pathway |
| BioCyc:LEISH_PENTOSE-P-PWY | pentose phosphate pathway |
| BioCyc:LEISH_RIB-DRIBMET-PWY | superpathway of ribose and deoxyribose phosphate degradation |
| BioCyc:LEISH_DRIBOPMET-PWY | (deoxy)ribose phosphate degradation |
| BioCyc:LEISH_XYLCAT-PWY | xylose degradation I |
| BioCyc:TRYPANO_P185-PWY | formaldehyde assimilation III (dihydroxyacetone cycle) |
| BioCyc:TRYPANO_DRIBOPMET-PWY | (deoxy)ribose phosphate degradation |
| BioCyc:TRYPANO_PENTOSE-P-PWY | pentose phosphate pathway |