2-Phosphoglycerate
Athanor · official
C3H7O7P · 186.06 g/mol
IUPAC name: (2R)-3-hydroxy-2-phosphonooxypropanoic acid
Also called 2-PG, glycerate 2-phosphate
Names and identifiers
- IUPAC name
- (2R)-3-hydroxy-2-phosphonooxypropanoic acid
- Synonyms
- 2-PG, glycerate 2-phosphate, 2-Phospho-D-Glyceric Acid
+ 38 more
(2R)-3-hydroxy-2-(phosphonooxy)propanoic acid, DZ2LFC6KEU, (2R)-3-hydroxy-2-phosphonooxypropanoic acid, CHEBI:17835, DTXSID80862986, RefChem:478250, GlyTouCan:G21469RW, DTXCID601509738, G21469RW, 2-phospho-D-glycerate, D-Glycerate 2-phosphate, D-Glyceric acid 2-phosphate, 3-D-Hydroxy-2-phosphonooxy-propanoic acid, d-(+)-2-phosphoglyceric acid, (R)-3-Hydroxy-2-(phosphonooxy)propanoic acid, Glyceric acid, 2-(dihydrogen phosphate), D-, Propanoic acid, 3-hydroxy-2-(phosphonooxy)-, (2R)-, D-(-)-2-phosphoglyceric Acid, D-2-phosphoglyceric acid, 2-phospho-(R)-glycerate, Glyceric acid-2-phosphate, 2PG, UNII-DZ2LFC6KEU, D(+)2-Phosphoglyceric acid, C3H7O7P, orb2695414, SCHEMBL2726719, GXIURPTVHJPJLF-UWTATZPHSA-N, 1-Carboxy-2-hydroxyethyl phosphate, 3-D-Hydroxy-2-phosphonooxy-propanoate, DB01709, PD007510, (2R)-3-hydroxy-2-(phosphonooxy)propanoate, CS-0850432, NS00069404, (2R)-3-hydroxy-2-phosphonooxy-propanoic acid, C00631, T201137
- Molecular formula
- C3H7O7P
- Empirical formula
- C3H7O7P
- Molecular weight
- 186.06 g/mol
- Exact mass
- 185.99294
- CAS number
- 2553-59-5
- PubChem CID
- 439278
- Canonical SMILES
- C(C(C(=O)O)OP(=O)(O)O)O
- Isomeric SMILES
- C([C@H](C(=O)O)OP(=O)(O)O)O
- InChI
- InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1
- InChIKey
- GXIURPTVHJPJLF-UWTATZPHSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 11
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.67
- H-bond donors
- 4
- H-bond acceptors
- 4 computed here · PubChem 7
- Rotatable bonds
- 4
- TPSA (Ų)
- 124.3 computed here · PubChem 124
- Formal charge
- 0
- XLogP3
- -2.6 PubChem
- Complexity
- 182 PubChem
- Stereocenters
- 1 definedCIP: C3: 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
- C19.37%
- H3.79%
- O60.19%
- P16.65%
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
- -1.46 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 0.19 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.43 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 186.06
- log P ≤ 5 (Crippen): -1.46
- H-bond donors ≤ 5: 4
- H-bond acceptors ≤ 10: 4
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, Ambinter, BLD Pharm.
Always read the supplier’s safety data sheet before working with it.
Spectra
- GC-MSHuman Metabolome Database (HMDB) (GC-MS) · MassBank of North America (MoNA) (GC-MS)
- MS-MSHuman Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (LC-ESI-QQ · positive)
- LC-MSMassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · POSITIVE)
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]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [4]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.