ECMDB: Fe(III)dicitrate (ECMDB21213) (M2MDB001621)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (4)Transporters (8)XML

Proteins (8)

Record Information

Version

2.0

Creation Date

2012-07-30 14:54:58 -0600

Update Date

2015-06-03 17:20:54 -0600

Secondary Accession Numbers

ECMDB21213

Identification

Name:

Fe(III)dicitrate

Description

Fe(iii)dicitrate is the complex formed between iron(III) and citrate. It is a substrate for the E. coli transport protein known as FecA. FecA is the outer membrane receptor protein in the Fe3+ dicitrate transport system.

Structure

MOL SDF PDB SMILES InChI

Synonyms:

Fe(III)dicitrate
Fe(III)dicitric acid
Ferric dicitrate complex
Ferric dicitric acid complex
Iron (III) dicitrate
Iron (III) dicitric acid
Iron dicitrate
Iron dicitric acid
Iron(III)dicitrate
Iron(III)dicitric acid
{3-[(R)-hydroxy(hydroxy-kappaO)methyl]pentane-1,1,3,5,5-pentolato(3)-kappa2O1,O5}{3-[(S)-hydroxy(hydroxy-kappaO)methyl]pentane-1,1,3,5,5-pentolato(3-)-kappa2O1,O5}iron

Chemical Formula:

C₁₂H₂₈FeO₁₄

Weight:

Average: 452.187
Monoisotopic: 452.082847737

InChI Key:

BWHIDISYXGEZJU-UHFFFAOYSA-N

InChI:

InChI=1S/2C6H14O7.Fe/c2*7-3(8)1-6(13,5(11)12)2-4(9)10;/h2*3-5,7-13H,1-2H2;

CAS number:

Not Available

IUPAC Name:

bis(3-(dihydroxymethyl)pentane-1,1,3,5,5-pentol) iron

Traditional IUPAC Name:

bis(3-(dihydroxymethyl)pentane-1,1,3,5,5-pentol) iron

SMILES:

[Fe].OC(O)CC(O)(CC(O)O)C(O)O.OC(O)CC(O)(CC(O)O)C(O)O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar alcohols

Alternative Parents

Substituents

Sugar alcohol
Tertiary alcohol
Organic transition metal salt
1,1-diol
Polyol
Carbonyl hydrate
Hydrocarbon derivative
Organic salt
Alcohol
Aliphatic acyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
logP	-3.2	ChemAxon
pKa (Strongest Acidic)	11.13	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	141.61 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	38.69 m³·mol⁻¹	ChemAxon
Polarizability	17.47 Å³	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:

Adenosine triphosphate + Water + Fe(III)dicitrate > ADP +2 Citric acid + Fe3+ + Hydrogen ion + Phosphate
Adenosine triphosphate + Fe(III)dicitrate + Water > ADP + Phosphate + Fe(III)dicitrate + Hydrogen ion
Adenosine triphosphate + Fe(III)dicitrate + Water > ADP + Phosphate + Fe(III)dicitrate + Hydrogen ion

SMPDB Pathways:

Not Available

KEGG Pathways:

Not Available

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_6_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000900000-2520f3b30a5864d90710	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000900000-2520f3b30a5864d90710	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0000900000-2520f3b30a5864d90710	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-acb20658066243e1a640	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0000900000-acb20658066243e1a640	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0000900000-acb20658066243e1a640	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	4991
HMDB ID	Not Available
Pubchem Compound ID	440954
Kegg ID	C06229
ChemSpider ID	389781
Wikipedia ID	Not Available
BioCyc ID	FERRIC-CITRATE-COMPLEX
EcoCyc ID	FERRIC-CITRATE-COMPLEX

Enzymes

Protein Details

1. Fe(3+) dicitrate transport ATP-binding protein fecE

General function:: Involved in nucleotide binding
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for energy coupling to the transport system
Gene Name:: fecE
Uniprot ID:: P15031
Molecular weight:: 28191

Protein Details

2. Fe(3+) dicitrate transport system permease protein fecD

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for the translocation of the substrate across the membrane
Gene Name:: fecD
Uniprot ID:: P15029
Molecular weight:: 34131

Protein Details

3. Fe(3+) dicitrate transport system permease protein fecC

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for the translocation of the substrate across the membrane
Gene Name:: fecC
Uniprot ID:: P15030
Molecular weight:: 34892

Protein Details

4. Fe(3+) dicitrate-binding periplasmic protein

General function:: Involved in binding
Specific function:: Binds citrate-dependent Fe(3+); part of the binding- protein-dependent transport system for uptake of citrate-dependent Fe(3+)
Gene Name:: fecB
Uniprot ID:: P15028
Molecular weight:: 33146

Transporters

Protein Details

1. Fe(3+) dicitrate transport ATP-binding protein fecE

General function:: Involved in nucleotide binding
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for energy coupling to the transport system
Gene Name:: fecE
Uniprot ID:: P15031
Molecular weight:: 28191

Protein Details

2. Fe(3+) dicitrate transport system permease protein fecD

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for the translocation of the substrate across the membrane
Gene Name:: fecD
Uniprot ID:: P15029
Molecular weight:: 34131

Protein Details

3. Fe(3+) dicitrate transport system permease protein fecC

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for citrate-dependent Fe(3+). Probably responsible for the translocation of the substrate across the membrane
Gene Name:: fecC
Uniprot ID:: P15030
Molecular weight:: 34892

Protein Details

4. Fe(3+) dicitrate transport protein fecA

General function:: Involved in receptor activity
Specific function:: FecA is the outer membrane receptor protein in the Fe(3+) dicitrate transport system
Gene Name:: fecA
Uniprot ID:: P13036
Molecular weight:: 85321

Protein Details

5. Biopolymer transport protein exbB

General function:: Involved in protein transporter activity
Specific function:: Involved in the tonB-dependent energy-dependent transport of various receptor-bound substrates. Protects exbD from proteolytic degradation and functionally stabilizes tonB
Gene Name:: exbB
Uniprot ID:: P0ABU7
Molecular weight:: 26287

Protein Details

6. Fe(3+) dicitrate-binding periplasmic protein

General function:: Involved in binding
Specific function:: Binds citrate-dependent Fe(3+); part of the binding- protein-dependent transport system for uptake of citrate-dependent Fe(3+)
Gene Name:: fecB
Uniprot ID:: P15028
Molecular weight:: 33146

Protein Details

7. Biopolymer transport protein exbD

General function:: Involved in transporter activity
Specific function:: Involved in the tonB-dependent energy-dependent transport of various receptor-bound substrates
Gene Name:: exbD
Uniprot ID:: P0ABV2
Molecular weight:: 15527

Protein Details

8. Protein tonB

General function:: Involved in iron ion transmembrane transporter activity
Specific function:: Interacts with outer membrane receptor proteins that carry out high-affinity binding and energy dependent uptake into the periplasmic space of specific substrates such as cobalamin, and various iron compounds (such as iron dicitrate, enterochelin, aerobactin, etc.). In the absence of tonB these receptors bind their substrates but do not carry out active transport. TonB also interacts with some colicins and is involved in the energy- dependent, irreversible steps of bacteriophages phi 80 and T1 infection. It could act to transduce energy from the cytoplasmic membrane to specific energy-requiring processes in the outer membrane, resulting in the release into the periplasm of ligands bound by these outer membrane proteins
Gene Name:: tonB
Uniprot ID:: P02929
Molecular weight:: 26094

Fe(III)dicitrate (ECMDB21213) (M2MDB001621)

Structure for #<Compound:0xa1076880>

Enzymes

Transporters