6-phospho-D-gluconic acid

Identification

Name
6-phospho-D-gluconic acid
Accession Number
DB02076  (EXPT00290)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
W31WK7B8U0
CAS number
921-62-0
Weight
Average: 276.1352
Monoisotopic: 276.024633148
Chemical Formula
C6H13O10P
InChI Key
BIRSGZKFKXLSJQ-SQOUGZDYSA-N
InChI
InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1
IUPAC Name
(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U6-phosphogluconate dehydrogenase, decarboxylatingNot AvailableHuman
UGlucose-6-phosphate isomeraseNot AvailableHuman
UThermoresistant gluconokinaseNot AvailableEscherichia coli (strain K12)
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB01316
KEGG Compound
C00345
PubChem Compound
91493
PubChem Substance
46506816
ChemSpider
82615
ChEBI
48928
ChEMBL
CHEMBL1230513
HET
6PG
Wikipedia
6-Phosphogluconic_acid
PDB Entries
1dqr / 1j3r / 1ko8 / 1pgp / 1qy4 / 2cxr / 2iyo / 2w8z / 2w90 / 2zya
show 4 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 Solubility20.7 mg/mLALOGPS
logP-2.3ALOGPS
logP-3.5ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area184.98 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity49.14 m3·mol-1ChemAxon
Polarizability21.6 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9798
Blood Brain Barrier+0.8794
Caco-2 permeable-0.782
P-glycoprotein substrateNon-substrate0.6931
P-glycoprotein inhibitor INon-inhibitor0.9207
P-glycoprotein inhibitor IINon-inhibitor0.9755
Renal organic cation transporterNon-inhibitor0.9549
CYP450 2C9 substrateNon-substrate0.8309
CYP450 2D6 substrateNon-substrate0.848
CYP450 3A4 substrateNon-substrate0.6411
CYP450 1A2 substrateNon-inhibitor0.916
CYP450 2C9 inhibitorNon-inhibitor0.9082
CYP450 2D6 inhibitorNon-inhibitor0.9142
CYP450 2C19 inhibitorNon-inhibitor0.9005
CYP450 3A4 inhibitorNon-inhibitor0.945
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9867
Ames testNon AMES toxic0.855
CarcinogenicityNon-carcinogens0.7714
BiodegradationReady biodegradable0.8123
Rat acute toxicity2.0431 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9785
hERG inhibition (predictor II)Non-inhibitor0.9001
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
GC-MS Spectrum - GC-MS (5 TMS)GC-MSsplash10-0uxu-0933000000-d0c837bb667abbae2ce0
GC-MS Spectrum - GC-MS (7 TMS)GC-MSsplash10-00ks-1978000000-c7702d284ad9f06bb5c0
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-MSGC-MSsplash10-0uxu-0933000000-d0c837bb667abbae2ce0
GC-MS Spectrum - GC-MSGC-MSsplash10-00ks-1978000000-c7702d284ad9f06bb5c0
MS/MS Spectrum - Quattro_QQQ 10V, NegativeLC-MS/MSsplash10-00dj-5090000000-a1b0f01abec0e4fb22c5
MS/MS Spectrum - Quattro_QQQ 25V, NegativeLC-MS/MSsplash10-002b-9000000000-780e6dc35ed33dde8b62
MS/MS Spectrum - Quattro_QQQ 40V, NegativeLC-MS/MSsplash10-004i-9000000000-df8e5979c41c127eff41
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-00b9-0495110000-a9d468f24ea04c2dd0d2
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0002-9100000000-25ef4bb1cdb69b6418ce
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0a4j-5090000000-6db5e52f38f29e35f42a
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-004i-0090000000-b6ed9e59bd4492f4b5ce
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-004i-0190000000-50702b7e8f4b7289d218
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-004j-9260000000-e356e1c75aa70d0065f9
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-002b-9100000000-5be967e173f74d688dc2
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-004j-9000000000-1c5eda88c214ef66d7b6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-004i-9000000000-e1b81e634eb90448b9cd
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-QQ , negativeLC-MS/MSsplash10-004i-0090000000-50702b7e8f4b7289d218
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004j-9260000000-20df41bde9cbb406f532
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-002b-9100000000-56434d8c214a22e12603
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004j-9000000000-1c5eda88c214ef66d7b6
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-e1b81e634eb90448b9cd
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0002-9100000000-25ef4bb1cdb69b6418ce
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4j-5090000000-6db5e52f38f29e35f42a
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-004i-0090000000-b6ed9e59bd4492f4b5ce
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C 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 monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Monosaccharide phosphates
Alternative Parents
Hexoses / Medium-chain hydroxy acids and derivatives / Medium-chain fatty acids / Sugar acids and derivatives / Monoalkyl phosphates / Hydroxy fatty acids / Beta hydroxy acids and derivatives / Alpha hydroxy acids and derivatives / Secondary alcohols / Polyols
show 5 more
Substituents
Gluconic_acid / Hexose monosaccharide / Monosaccharide phosphate / Medium-chain hydroxy acid / Medium-chain fatty acid / Monoalkyl phosphate / Beta-hydroxy acid / Hydroxy fatty acid / Alkyl phosphate / Fatty acid
show 15 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
gluconic acid phosphate (CHEBI:48928)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Phosphogluconate dehydrogenase (decarboxylating) activity
Specific Function
Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH.
Gene Name
PGD
Uniprot ID
P52209
Uniprot Name
6-phosphogluconate dehydrogenase, decarboxylating
Molecular Weight
53139.56 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
Human
Pharmacological action
Unknown
General Function
Ubiquitin protein ligase binding
Specific Function
Besides it's role as a glycolytic enzyme, mammalian GPI can function as a tumor-secreted cytokine and an angiogenic factor (AMF) that stimulates endothelial cell motility. GPI is also a neurotrophi...
Gene Name
GPI
Uniprot ID
P06744
Uniprot Name
Glucose-6-phosphate isomerase
Molecular Weight
63146.745 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
Gluconokinase activity
Specific Function
Not Available
Gene Name
gntK
Uniprot ID
P46859
Uniprot Name
Thermoresistant gluconokinase
Molecular Weight
19543.13 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]

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