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Record Information
Version	2.0
Creation Date	2012-10-10 12:18:37 -0600
Update Date	2015-08-05 16:22:04 -0600
Secondary Accession Numbers	ECMDB23141
Identification
Name:	3-phospho-D-glyceroyl phosphate
Description	The (R)-enantiomer of 3-phosphoglyceroyl dihydrogen phosphate
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xae57e4d8> Close
Synonyms:	(R)-2-Hydroxy-3-(phosphonooxy)-1-monoanhydride with phosphoric propanoate (R)-2-Hydroxy-3-(phosphonooxy)-1-monoanhydride with phosphoric propanoic acid 1,3-bisphospho-D-Glycerate 1,3-bisphospho-D-Glyceric acid 3-phospho-D-Glyceroyl phosphoric acid
Chemical Formula:	C3H8O10P2
Weight:	Average: 266.0371 Monoisotopic: 265.9592695
InChI Key:	LJQLQCAXBUHEAZ-UWTATZPHSA-N
InChI:	InChI=1S/C3H8O10P2/c4-2(1-12-14(6,7)8)3(5)13-15(9,10)11/h2,4H,1H2,(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[(2R)-2-hydroxy-3-(phosphonooxy)propanoyl]oxy}phosphonic acid
Traditional IUPAC Name:	1,3-bisphospho-D-glycerate
SMILES:	O[C@H](COP(O)(O)=O)C(=O)OP(O)(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as acyl monophosphates. These are organic compounds containing a monophosphate linked to an acyl group. They have the general structure R-CO-P(O)(O)OH, R=H or organyl.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Organic phosphoric acids and derivatives
Sub Class	Phosphate esters
Direct Parent	Acyl monophosphates
Alternative Parents	Sugar acids and derivatives Monoalkyl phosphates Monosaccharides Secondary alcohols Carboxylic acid salts Monocarboxylic acids and derivatives Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Acyl monophosphate Glyceric_acid Monoalkyl phosphate Monosaccharide Alkyl phosphate Carboxylic acid salt Secondary alcohol Monocarboxylic acid or derivatives Carboxylic acid derivative Organic oxide Organooxygen compound Organic oxygen compound Alcohol Carbonyl group Hydrocarbon derivative Organic salt Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	acyl monophosphate (CHEBI:16001 ) 2,3-bisphosphoglyceric acid (CHEBI:16001 )
Physical Properties
State:	Not Available
Charge:	-4
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 9.64 g/L ALOGPS logP -1.1 ALOGPS logP -2.3 ChemAxon logS -1.4 ALOGPS pKa (Strongest Acidic) 1.01 ChemAxon pKa (Strongest Basic) -4.2 ChemAxon Physiological Charge -4 ChemAxon Hydrogen Acceptor Count 8 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 170.82 Ų ChemAxon Rotatable Bond Count 6 ChemAxon Refractivity 42.42 m³·mol⁻¹ ChemAxon Polarizability 18.01 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	D-Glyceraldehyde 3-phosphate + NAD + Phosphate <> Glyceric acid 1,3-biphosphate + Hydrogen ion + NADH + 3-phospho-D-glyceroyl phosphate Adenosine triphosphate + 3-Phospho-D-glycerate <> ADP + Glyceric acid 1,3-biphosphate + 3-phospho-D-glyceroyl phosphate D-Glyceraldehyde 3-phosphate + Inorganic phosphate + NAD > 3-phospho-D-glyceroyl phosphate + NADH Adenosine triphosphate + 3-Phospho-D-glycerate > ADP + 3-phospho-D-glyceroyl phosphate 3-Phosphoglyceric acid + Adenosine triphosphate + 3-Phosphoglycerate > 3-phospho-D-glyceroyl phosphate + Adenosine diphosphate + ADP Adenosine triphosphate + 3 3-Phospho-D-glycerate <> ADP + Glyceric acid 1,3-biphosphate +3 3-phospho-D-glyceroyl phosphate Adenosine triphosphate + 3 3-Phospho-D-glycerate <> ADP + Glyceric acid 1,3-biphosphate +3 3-phospho-D-glyceroyl phosphate
SMPDB Pathways:	Not Available
KEGG Pathways:	Carbon fixation in photosynthetic organisms ec00710 Glycolysis / Gluconeogenesis ec00010 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0002-9500000000-cb3071f9249ee92b7d2c View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-014i-1950000000-2cde7b5739871a882542 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-014m-3910000000-72f2c46eab2036938056 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000f-9500000000-c835034f0ac11618922d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03fr-6190000000-6f4870543fc6131d14a7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9000000000-d9d9c6d217a255d791fd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-1fef400a1ea8ca54c802 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03dj-0090000000-def40aa9bb3094302ce8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01r2-9040000000-374a9ff8c866f10f2f3c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-4bf2b9a14f4e1c8fc62a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00kb-1390000000-8fe62bbfc56bf59f28a6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-9410000000-e17767e21640a6f81532 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0002-9000000000-c41dab2684b9d54afd31 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 16001 HMDB ID HMDB0001270 Pubchem Compound ID 439191 Kegg ID C00236 ChemSpider ID Not Available Wikipedia ID 1,3-Bisphosphoglyceric acid BioCyc ID Not Available Ligand Expo X15

Enzymes