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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:40:03 UTC
HMDB IDHMDB0001548
Secondary Accession Numbers
  • HMDB01548
Metabolite Identification
Common NameD-Ribose 5-phosphate
DescriptionD-Ribose 5-phosphate (CAS: 4300-28-1), also known as R-5-P, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Ribose 5-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-ribose 5-phosphate participates in a number of enzymatic reactions. In particular, D-ribose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate; which is mediated by the enzyme ribose-5-phosphate isomerase. In addition, D-ribose 5-phosphate can be biosynthesized from D-ribose; which is catalyzed by the enzyme ribokinase. Outside of the human body, D-ribose 5-phosphate has been detected, but not quantified in cow milk and rices. D-Ribose 5-phosphate is both a product and an intermediate of the pentose phosphate pathway. The last step of the oxidative reactions in the pentose phosphate pathway is the production of ribulose 5-phosphate. D-Ribose 5-phosphate is an important intermediate metabolite in the pentose phosphate pathway and in the purine metabolism pathway. The intracellular ribose 5-phosphate concentration is an important determinant of the rate of de novo purine synthesis (PMID:6699001 ).
Structure
Data?1583514458
Synonyms
ValueSource
5-O-Phosphono-alpha-D-ribofuranoseChEBI
alpha-D-Ribose 5-phosphateChEBI
5-O-Phosphono-a-D-ribofuranoseGenerator
5-O-Phosphono-α-D-ribofuranoseGenerator
a-D-Ribose 5-phosphateGenerator
a-D-Ribose 5-phosphoric acidGenerator
alpha-D-Ribose 5-phosphoric acidGenerator
Α-D-ribose 5-phosphateGenerator
Α-D-ribose 5-phosphoric acidGenerator
D-Ribose 5-phosphoric acidGenerator
D-Ribofuranose 5-phosphateHMDB
R-5-pHMDB
Ribose 5-(dihydrogen phosphate)HMDB
Ribose 5-monophosphateHMDB
Ribose 5-phosphateHMDB
alpha-D-Ribose-5-phosphateHMDB
Α-D-ribose-5-phosphateHMDB
D-Ribose 5-phosphateHMDB
Chemical FormulaC5H11O8P
Average Molecular Weight230.1098
Monoisotopic Molecular Weight230.01915384
IUPAC Name{[(2R,3S,4R,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy}phosphonic acid
Traditional Nameα-D-ribose 5-phosphate
CAS Registry Number34980-65-9
SMILES
O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5+/m1/s1
InChI KeyKTVPXOYAKDPRHY-AIHAYLRMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Pentose-5-phosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Tetrahydrofuran
  • 1,2-diol
  • Secondary alcohol
  • Hemiacetal
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker141.65730932474
[M-H]-Astarita_neg137.330932474
[M-H]-Not Available139.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00002110
Predicted Molecular Properties
PropertyValueSource
Water Solubility33.6 g/LALOGPS
logP10(-2.1) g/LALOGPS
logP10(-2.4) g/LChemAxon
logS10(-0.84) g/LALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity40.83 m³·mol⁻¹ChemAxon
Polarizability18.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+140.72130932474
DeepCCS[M-H]-138.47930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Ribose 5-phosphateO[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O3141.1Standard polar33892256
D-Ribose 5-phosphateO[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O1844.8Standard non polar33892256
D-Ribose 5-phosphateO[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O1963.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Ribose 5-phosphate,1TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O2022.1Semi standard non polar33892256
D-Ribose 5-phosphate,1TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](O)[C@@H]1O2007.7Semi standard non polar33892256
D-Ribose 5-phosphate,1TMS,isomer #3C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O)[C@H]1O2032.9Semi standard non polar33892256
D-Ribose 5-phosphate,1TMS,isomer #4C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O2052.1Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](O[Si](C)(C)C)[C@@H]1O2007.5Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #2C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C2021.8Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #3C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O2074.2Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #4C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C2019.2Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](O)[C@@H]1O2066.5Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #6C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O2085.9Semi standard non polar33892256
D-Ribose 5-phosphate,2TMS,isomer #7C[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O)O[Si](C)(C)C2057.6Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2015.2Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](O[Si](C)(C)C)[C@@H]1O2059.2Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #3C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C2074.3Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #4C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O2052.9Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #5C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2091.3Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #6C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](O)[C@@H]1O2061.4Semi standard non polar33892256
D-Ribose 5-phosphate,3TMS,isomer #7C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2110.9Semi standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2062.9Semi standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2043.7Standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2391.5Standard polar33892256
D-Ribose 5-phosphate,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](O[Si](C)(C)C)[C@@H]1O2102.0Semi standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](O[Si](C)(C)C)[C@@H]1O2069.9Standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](O[Si](C)(C)C)[C@@H]1O2250.7Standard polar33892256
D-Ribose 5-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C2110.2Semi standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C2077.3Standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C2278.2Standard polar33892256
D-Ribose 5-phosphate,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2130.2Semi standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2072.1Standard non polar33892256
D-Ribose 5-phosphate,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2251.0Standard polar33892256
D-Ribose 5-phosphate,5TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2107.4Semi standard non polar33892256
D-Ribose 5-phosphate,5TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2074.5Standard non polar33892256
D-Ribose 5-phosphate,5TMS,isomer #1C[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2188.1Standard polar33892256
D-Ribose 5-phosphate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O2259.5Semi standard non polar33892256
D-Ribose 5-phosphate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](O)[C@@H]1O2263.7Semi standard non polar33892256
D-Ribose 5-phosphate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O)[C@H]1O2289.1Semi standard non polar33892256
D-Ribose 5-phosphate,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O2281.6Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2413.7Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2424.2Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O2503.3Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C(C)(C)C2452.9Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H](O)[C@@H]1O2503.7Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O2522.9Semi standard non polar33892256
D-Ribose 5-phosphate,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C2497.0Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2636.3Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2692.6Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2709.1Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O2716.9Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2726.7Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H](O)[C@@H]1O2711.8Semi standard non polar33892256
D-Ribose 5-phosphate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O2736.6Semi standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2910.5Semi standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2776.2Standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2768.6Standard polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2918.0Semi standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2756.9Standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2661.7Standard polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2931.5Semi standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2760.8Standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2685.8Standard polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2939.6Semi standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2775.9Standard non polar33892256
D-Ribose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2660.6Standard polar33892256
D-Ribose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3145.7Semi standard non polar33892256
D-Ribose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2902.7Standard non polar33892256
D-Ribose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2695.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)splash10-014j-1942000000-8c3468eabd202324a3ae2020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)splash10-0fr2-1943000000-b5d1468f33c224a23bd32020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS; 1 MEOX)splash10-00di-9532000000-693524b08b2ccd6179c52020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS; 1 MEOX)splash10-00di-9421000000-dbcd94d0a73f357160592020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Non-derivatized)splash10-014j-1942000000-8c3468eabd202324a3ae2020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Non-derivatized)splash10-0fr2-1943000000-b5d1468f33c224a23bd32020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Non-derivatized)splash10-00di-9532000000-693524b08b2ccd6179c52020-03-06HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Ribose 5-phosphate GC-EI-TOF (Non-derivatized)splash10-00di-9421000000-dbcd94d0a73f357160592020-03-06HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Ribose 5-phosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9320000000-9b5fdcbd0e9ea3ece5492016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Ribose 5-phosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Ribose 5-phosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0002-9320000000-7f3d980d223a6b9f5f3f2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0002-9000000000-a5df0614f5cbd8b554052020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-056r-0090700000-ea86961dacc666b5fc7d2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0002-9100000000-6cbb3e84820a37a47fbb2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-004i-0090000000-10949588537786dbae1e2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0a4i-0000900000-10d8b4fd09ed514cc12e2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-002b-9000000000-49264a7584727750bd702020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT , negative-QTOFsplash10-0002-9100000000-6cbb3e84820a37a47fbb2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT , negative-QTOFsplash10-004i-0090000000-10949588537786dbae1e2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-ITFT , negative-QTOFsplash10-0a4i-0000900000-10d8b4fd09ed514cc12e2020-03-06HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Ribose 5-phosphate LC-ESI-QTOF , negative-QTOFsplash10-002b-9000000000-340deaecb0169ce2acd32020-03-06HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 10V, Positive-QTOFsplash10-001i-1790000000-a3ced14cd6c2537c6d8f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 20V, Positive-QTOFsplash10-001i-5940000000-8bcb763477232ce1dd2c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 40V, Positive-QTOFsplash10-00y1-9300000000-ff5bd2489969fca00eb72016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 10V, Negative-QTOFsplash10-004i-7190000000-184075252146923d26842016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 20V, Negative-QTOFsplash10-004i-9000000000-917b1eb059131caa49ac2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 40V, Negative-QTOFsplash10-004i-9000000000-579393c266ea056c9e742016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 10V, Positive-QTOFsplash10-0159-1900000000-c7b876b70c54c880bdf32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 20V, Positive-QTOFsplash10-01c1-9600000000-649e860a529bc7f5b4f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 40V, Positive-QTOFsplash10-053s-9000000000-f9d938955d24466655112021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 10V, Negative-QTOFsplash10-004j-9040000000-9ee7ba6767ffa3f356db2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 20V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Ribose 5-phosphate 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2020-03-06Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2020-03-06Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen Locations
  • Blood
  • Cellular Cytoplasm
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified13.2 +/- 4.8 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
details
Cellular CytoplasmDetected and Quantified0.281 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal details
SalivaDetected and Quantified0.720 +/- 0.402 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified1.31 +/- 0.77 uMAdult (>18 years old)FemaleNormal details
SalivaDetected and Quantified0.264 +/- 0.406 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)BothUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
SalivaDetected and Quantified1.00 +/- 0.44 uMAdult (>18 years old)MaleAlzheimer's disease details
SalivaDetected and Quantified1.32 +/- 0.68 uMAdult (>18 years old)MaleFrontotemporal lobe dementia details
SalivaDetected and Quantified1.79 +/- 1.79 uMAdult (>18 years old)BothLewy body disease details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Alzheimer's disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001615
KNApSAcK IDNot Available
Chemspider ID389102
KEGG Compound IDC03736
BioCyc IDRIBOSE-5P
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440101
PDB IDNot Available
ChEBI ID18189
Food Biomarker OntologyNot Available
VMH IDR5P
MarkerDB IDMDB00000336
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. [PubMed:15882454 ]
  2. Pilz RB, Willis RC, Boss GR: The influence of ribose 5-phosphate availability on purine synthesis of cultured human lymphoblasts and mitogen-stimulated lymphocytes. J Biol Chem. 1984 Mar 10;259(5):2927-35. [PubMed:6699001 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS1L1
Uniprot ID:
P21108
Molecular weight:
34838.915
Reactions
Adenosine triphosphate + D-Ribose 5-phosphate → Adenosine monophosphate + Phosphoribosyl pyrophosphatedetails
General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes with similar activities ADP-ribose ADP-mannose, ADP-glucose, 8-oxo-GDP and 8-oxo-dGDP. Can also hydrolyze other nucleotide sugars with low activity.
Gene Name:
NUDT5
Uniprot ID:
Q9UKK9
Molecular weight:
24327.41
Reactions
Adenosine diphosphate ribose + Water → Adenosine monophosphate + D-Ribose 5-phosphatedetails
Adenosine diphosphate ribose + Water → Adenosine monophosphate + D-Ribose 5-phosphatedetails
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS1
Uniprot ID:
P60891
Molecular weight:
12324.195
Reactions
Adenosine triphosphate + D-Ribose 5-phosphate → Adenosine monophosphate + Phosphoribosyl pyrophosphatedetails
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS2
Uniprot ID:
P11908
Molecular weight:
35054.06
Reactions
Adenosine triphosphate + D-Ribose 5-phosphate → Adenosine monophosphate + Phosphoribosyl pyrophosphatedetails
General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes ADP-ribose (ADPR) to AMP and ribose 5'-phosphate.
Gene Name:
NUDT9
Uniprot ID:
Q9BW91
Molecular weight:
35448.725
Reactions
Adenosine diphosphate ribose + Water → Adenosine monophosphate + D-Ribose 5-phosphatedetails
Adenosine diphosphate ribose + Water → Adenosine monophosphate + D-Ribose 5-phosphatedetails
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate (By similarity).
Gene Name:
TKTL1
Uniprot ID:
P51854
Molecular weight:
59302.195
Reactions
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Aminofructose 6-phosphate + D-Ribose 5-phosphate → Iminoerythrose 4-phosphate + D-Sedoheptulose 7-phosphatedetails
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:
TKT
Uniprot ID:
P29401
Molecular weight:
67876.95
Reactions
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Aminofructose 6-phosphate + D-Ribose 5-phosphate → Iminoerythrose 4-phosphate + D-Sedoheptulose 7-phosphatedetails
General function:
Involved in ribokinase activity
Specific function:
Not Available
Gene Name:
RBKS
Uniprot ID:
Q9H477
Molecular weight:
34142.685
Reactions
Adenosine triphosphate + D-Ribose → ADP + D-Ribose 5-phosphatedetails
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
This enzyme participates in both the breakdown and synthesis of glucose.
Gene Name:
PGM1
Uniprot ID:
P36871
Molecular weight:
63789.985
Reactions
Ribose 1-phosphate → D-Ribose 5-phosphatedetails
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Interconverts GlcNAc-6-P and GlcNAc-1-P.
Gene Name:
PGM3
Uniprot ID:
O95394
Molecular weight:
62940.905

Only showing the first 10 proteins. There are 17 proteins in total.