Erythrose 4-phosphate (C4H9O7P): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3R)-2,3-dihydroxy-4-oxobutyl] dihydrogen phosphate
Synonyms: E4P, erythrose-4-phosphate, shikimate pathway
+ 36 more
D-Erythrose 4-phosphate, 4-O-phosphono-D-erythrose, DTXSID40974054, 2156QF7O8M, [(2R,3R)-2,3-dihydroxy-4-oxobutyl] dihydrogen phosphate, CHEBI:48153, [(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid, ((2R,3R)-2,3-dihydroxy-4-oxobutoxy)phosphonic acid, ((2R,3R)-2,3-dihydroxy-4-oxobutyl) dihydrogen phosphate, Erythrose, 4-phosphate, RefChem:582715, GlyTouCan:G05204ZT, DTXCID401837812, G05204ZT, threose 4-phosphate, ERYTHOSE-4-PHOSPHATE, D-erythrose-4-phosphate, erythrose-4P, erythrose-4-P, D-erythrose-4-P, (2R,3R)-2,3-dihydroxy-4-oxobutyl dihydrogen phosphate, butanal, 2,3-dihydroxy-4-(phosphonooxy)-, (2R,3R)-, Butanal, 2,3-dihydroxy-4-(phosphonooxy)-, (R-(R*,R*))-, 4-D-erythrosephosphoric acid, UNII-2156QF7O8M, NGHMDNPXVRFFGS-IUYQGCFVSA-N, Erythrose 4-PO4, D-Erythrose 4-PO4, D-rythrose 4-hosphate, (2R,3R)-2,3-Dihydroxy-4-(phosphonooxy)butanal, SCHEMBL50110, CHEMBL1232448, ERYTHROSE 4-PHOSPHATE, D-, Erythrose, 4-phosphate (6CI,7CI), D-erythrose 4-(dihydrogen phosphate), D-ERYTHROSE 4-PHOSPHATE [MI]
Molecular formula: C₄H₉O₇P
Empirical formula: C₄H₉O₇P
Molecular weight: 200.08 g/mol
Exact mass: 200.00859
CAS number: 585-18-2
PubChem CID: 122357
Canonical SMILES: C(C(C(C=O)O)O)OP(=O)(O)O
Isomeric SMILES: C([C@H]([C@H](C=O)O)O)OP(=O)(O)O
InChI: InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1
InChIKey: NGHMDNPXVRFFGS-IUYQGCFVSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 12
Rings: 0
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.75
H-bond donors: 4
H-bond acceptors: 5 computed here · PubChem 7
Rotatable bonds: 5
TPSA (Å²): 124.3 computed here · PubChem 124
Formal charge: 0
XLogP3: -3.3 PubChem
Complexity: 186 PubChem
Stereocenters: 2 definedCIP: C3: R · C5: R
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C24.01%
H4.53%
O55.97%
P15.48%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -1.98 Crippen (Wildman and Crippen 1999)
log S (water solubility): 0.5 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.94 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 200.08
log P ≤ 5 (Crippen): -1.98
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: EvitaChem, J&H Chemical Co.,ltd, Biosynth.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.