Phosphoribosyl Pyrophosphate

HCID 7339CAS 13270-65-0

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Basic information

Standard SMILES: O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O
InChIKey: PQGCEDQWHSBAJP-TXICZTDVSA-N
Molecular formula: C5H13O14P3
Average molar mass: 390.07 g/mol
Monoisotopic mass: 389.95181499

Overview

5-O-phosphono-alpha-D-ribofuranosyl diphosphate is a derivative of alpha-D-ribose having a phosphate group at the 5-position and a diphosphate at the 1-position. It has a role as a mouse metabolite, a plant metabolite, an Escherichia coli metabolite and a human metabolite. It is functionally related to an alpha-D-ribose. It is a conjugate acid of a 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate(5-).

Names & identifiers

Preferred name: Phosphoribosyl Pyrophosphate
IUPAC: [(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] phosphono hydrogen phosphate
English name: alpha-D-ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)
Molecular formula: C5H13O14P3
Molecular weight: 390.069603

Names & synonyms

PHOSPHORIBOSYL PYROPHOSPHATE7540-64-9W5555R4ERG5-phosphoribosyl-1-pyrophosphateDTXSID40895038alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)(((2R,3S,4R,5R)-3,4-DIHYDROXY-5-((HYDROXY(PHOSPHONOOXY)PHOSPHORYL)OXY)OXOLAN-2-YL)METHOXY)PHOSPHONIC ACID{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid(((((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonooxy)methyl)oxolan-2-yl)oxy)(hydroxy)phosphoryl)oxy)phosphonic acid[({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidRefChem:537483Pyrophosphate, Phosphoribosyl

Show more names

Uridine Impurity 30Phosphoribosyl-1-pyrophosphate5-Phosphoribosyl 1-diphosphatePhosphoribosylpyrophosphoric acidα-D-Ribofuranose,5-phosphate 1-pyrophosphateCiclopirox Impurity 2(Ciclopirox EP Impurity B )α-D-Ribofuranose 1-diphosphoric acid 5-phosphoric acidα-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)

DTXCID301324595231-417-8PRPP5-Phospho-alpha-D-ribose 1-diphosphateAlpha-Phosphoribosylpyrophosphoric AcidPRib-PP5-Phosphoribosyl diphosphatephosphoribosylpyrophosphate

Database identifiers

CAS: 13270-65-0、7540-64-9
PubChem CID: 7339
DTXSID: DTXSID40895038
ChEMBL: CHEMBL1235437、CHEMBL606077
ChEBI: CHEBI:17111
UNII: W5555R4ERG
EC Number: 231-417-8
Nikkaji: J40.073D

Properties

Computed structural properties

XLogP: -5.8
Topological polar surface area: 230 Å²
Hydrogen bond donors: 7
Hydrogen bond acceptors: 14
Rotatable bonds: 7
Heavy atoms: 22
Formal charge: 0
Complexity: 521

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section161.1 Å² [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

Boiling point: 804.4 · 804.4±75.0 °C(Predicted)
Density: 2.15 · 2.15±0.1 g/cm3(Predicted)
pka: 0.96 · 0.96±0.50(Predicted)
FDA UNII: 5555 R4ERG · W5555R4ERG

Chemistry & industry

Pharmacology

Tissue LocationsErythrocyte

Cellular LocationsCytoplasm

Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)

Suppliers3 total

上海梅凯科技有限公司021-68689288 15300790979 · [email protected]

BOC Sciences16314854226 · [email protected]

BOC Sciences+1-631-485-4226 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 5-O-phosphono-alpha-D-ribofuranosyl diphosphate is a derivative of alpha-D-ribose having a phosphate group at the 5-position and a diphosphate at the 1-position. It has a role as a human metabolite, a plant metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to an alpha-D-ribose. It is a conjugate acid of a 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate(5-).