3-Phosphoglycerol

Identification

Name
3-Phosphoglycerol
Accession Number
DB02515  (EXPT01531)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
370V52HE4B
CAS number
Not Available
Weight
Average: 172.0737
Monoisotopic: 172.013674532
Chemical Formula
C3H9O6P
InChI Key
AWUCVROLDVIAJX-GSVOUGTGSA-N
InChI
InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
IUPAC Name
[(2R)-2,3-dihydroxypropoxy]phosphonic acid
SMILES
OC[[email protected]@H](O)COP(O)(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UFructose-bisphosphate aldolase BNot AvailableHuman
UPyridoxine 5'-phosphate synthaseNot AvailableEscherichia coli (strain K12)
UTriosephosphate isomeraseNot AvailablePlasmodium falciparum
U6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/a-25:0/i-17:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/a-25:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-14:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-18:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-19:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-20:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-22:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-12:0/i-24:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-13:0/i-12:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-14:0/i-12:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-14:0/i-20:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-15:0/a-13:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-15:0/i-13:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-15:0/i-15:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-15:0/i-21:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-15:0/i-24:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-16:0/i-13:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-16:0/i-19:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-17:0/18:2(9Z,11Z))Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-17:0/a-17:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-17:0/i-18:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/a-15:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/a-17:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/i-13:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/i-15:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/i-18:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-18:0/i-21:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-19:0/18:2(9Z,11Z))Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-19:0/i-19:0)Disease
Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-19:0/i-20:0)Disease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB00126
KEGG Compound
C00093
PubChem Compound
439162
PubChem Substance
46508424
ChemSpider
388308
ChEBI
15978
ChEMBL
CHEMBL1232920
HET
G3P
PDB Entries
1dc4 / 1fdj / 1ixn / 1ixo / 1of8 / 1qi1 / 1wbj / 1y38 / 1z82 / 2j9x
show 27 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility30.6 mg/mLALOGPS
logP-1.8ALOGPS
logP-2ChemAxon
logS-0.75ALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.39 m3·mol-1ChemAxon
Polarizability13.58 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.7602
Blood Brain Barrier+0.8183
Caco-2 permeable-0.7385
P-glycoprotein substrateNon-substrate0.7181
P-glycoprotein inhibitor INon-inhibitor0.8263
P-glycoprotein inhibitor IINon-inhibitor0.9669
Renal organic cation transporterNon-inhibitor0.9401
CYP450 2C9 substrateNon-substrate0.8666
CYP450 2D6 substrateNon-substrate0.8378
CYP450 3A4 substrateNon-substrate0.6874
CYP450 1A2 substrateNon-inhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.9136
CYP450 2D6 inhibitorNon-inhibitor0.9306
CYP450 2C19 inhibitorNon-inhibitor0.8759
CYP450 3A4 inhibitorNon-inhibitor0.9481
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9696
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.6141
BiodegradationNot ready biodegradable0.5746
Rat acute toxicity2.0581 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9239
hERG inhibition (predictor II)Non-inhibitor0.8887
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0uea-0932000000-726f422c76a193edf232
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-0002-9200000000-bf06c1d1e56cb8853243
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-00kr-9200000000-ffce45222cab00a0c302
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-001j-9000000000-7689cca8f9c9a12d9e75
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-00di-0902000000-00e3a7e1ee10fbd8b03e
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-9000000000-1a40c90fd2eb656ddf5c
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-9000000000-f9bc5f552db38767c437
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-0920000000-72f8b96355726dd3a5b1
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-00di-0901000000-2c3a8ed438d7ca0fa049
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-9000000000-a3549fb5ec2675fbf615
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-9000000000-096e2ba9a6ef6fd20d88
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-0930000000-171708905bad289d6031
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-00di-0925110000-c1ced10d34f533b3fa1f
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-03di-0900000000-4ee8a36492a451beda75
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-004i-9000000000-de2aacfb81476c7755e5
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-00di-0900000000-dd342482ade09e9ce749
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0fkc-0917520000-d61e6034525ac5f7588d
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-004i-9000000000-d537d3f23f3d9a789c20
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-00di-0900000000-2f1ca45b50402f6e62df
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0udi-0009000000-5606781224d6ab5caed3
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-0pi0-1900000000-75b6ed57a4c9cd6378b4
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-0a59-6900000000-1c46fbda1468f6fd803c
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-0a5c-9400000000-305e9a2554d8c3274f32
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-007o-9000000000-d11ad04a048c3dca25de
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-00mo-9000000000-7b779b4be184b5b26b6a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-004i-9000000000-de2aacfb81476c7755e5
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-004i-9000000000-d537d3f23f3d9a789c20
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0pi0-1900000000-75b6ed57a4c9cd6378b4
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a59-6900000000-1c46fbda1468f6fd803c
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a5c-9400000000-305e9a2554d8c3274f32
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-007o-9000000000-98ff3dd11b618955376a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00mo-9000000000-7b779b4be184b5b26b6a
1H NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as glycerophosphates. These are compounds containing a glycerol linked to a phosphate group.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphates
Direct Parent
Glycerophosphates
Alternative Parents
Monoalkyl phosphates / Secondary alcohols / 1,2-diols / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
Sn-glycerol-3-phosphate / Monoalkyl phosphate / Alkyl phosphate / Phosphoric acid ester / Organic phosphoric acid derivative / Secondary alcohol / 1,2-diol / Organic oxygen compound / Organic oxide / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
sn-glycerol 3-phosphates, glycerol 1-phosphate (CHEBI:15978)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Phosphatidylcholine binding
Specific Function
Not Available
Gene Name
ALDOB
Uniprot ID
P05062
Uniprot Name
Fructose-bisphosphate aldolase B
Molecular Weight
39472.715 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Pyridoxine 5'-phosphate synthase activity
Specific Function
Catalyzes the complicated ring closure reaction between the two acyclic compounds 1-deoxy-D-xylulose-5-phosphate (DXP) and 3-amino-2-oxopropyl phosphate (1-amino-acetone-3-phosphate or AAP) to form...
Gene Name
pdxJ
Uniprot ID
P0A794
Uniprot Name
Pyridoxine 5'-phosphate synthase
Molecular Weight
26384.01 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Plasmodium falciparum
Pharmacological action
Unknown
General Function
Triose-phosphate isomerase activity
Specific Function
Not Available
Gene Name
TPI
Uniprot ID
Q07412
Uniprot Name
Triosephosphate isomerase
Molecular Weight
27934.505 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Identical protein binding
Specific Function
Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name
PFKFB1
Uniprot ID
P16118
Uniprot Name
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1
Molecular Weight
54680.86 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:15