NP-MRD: Showing NP-Card for Ferrocholinate (NP0337999)

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Record Information

Version

2.0

Created at

2024-09-11 13:23:41 UTC

Updated at

2024-09-11 13:23:41 UTC

NP-MRD ID

NP0337999

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ferrocholinate

Description

Ferrocholinate, also known as fre-sol, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Ferrocholinate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241219222D          

 24 18  0  0  0  0            999 V2000
    1.7116    2.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283    3.1455    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.7116    3.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283    3.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1450    3.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822    3.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5786    3.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -2.6676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3929   -2.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -1.7119    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.0301   -2.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -2.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -1.6323    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6672   -3.9419    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0654   -3.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -3.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229   -2.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2247   -0.7562    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.5786   -1.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4283   -0.1995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3929   -0.9951    0.0000 Fe  0  1  0  0  0  0  0  0  0  0  0  0
   -1.1541   -0.9951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -0.1198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  CHG  6   2   1  10  -1  13  -1  14  -1  19  -1  22   3
M  END
> <DATABASE_ID>
NP0337999

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O.O.O.[Fe+3].C[N+](C)(C)CCO.[O-]C(=O)CC([O-])(CC([O-])=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H7O7.C5H14NO.Fe.3H2O/c7-3(8)1-6(13,5(11)12)2-4(9)10;1-6(2,3)4-5-7;;;;/h1-2H2,(H,7,8)(H,9,10)(H,11,12);7H,4-5H2,1-3H3;;3*1H2/q-1;+1;+3;;;/p-3

> <INCHI_KEY>
UQSASSBWRKBREL-UHFFFAOYSA-K

> <FORMULA>
C11H24FeNO11

> <MOLECULAR_WEIGHT>
402.153

> <EXACT_MASS>
402.069877748

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
13.988943543414736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
iron(3+) ion (2-hydroxyethyl)trimethylazanium 2-oxidopropane-1,2,3-tricarboxylate trihydrate

> <JCHEM_LOGP>
-1.3226874519999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.674836176324

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0479515131680714

> <JCHEM_PKA_STRONGEST_BASIC>
-4.185693450231931

> <JCHEM_POLAR_SURFACE_AREA>
143.45

> <JCHEM_REFRACTIVITY>
78.6855

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
iron(3+) ion choline 2-oxidopropane-1,2,3-tricarboxylate trihydrate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.195   5.128   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.533   5.872   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       3.195   6.615   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.533   7.358   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.871   6.615   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.060   5.872   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.547   5.872   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.116  -4.980   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.600  -4.533   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.195  -3.196   0.000  0.00  0.00           O-1
HETATM   11  C   UNK     0      -3.790  -5.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.128  -4.533   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.128  -3.047   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      -4.979  -7.358   0.000  0.00  0.00           O-1
HETATM   15  C   UNK     0      -5.722  -6.020   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -7.357  -6.318   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.763  -4.088   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.060  -2.452   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.019  -1.412   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      -8.547  -2.155   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.533  -0.372   0.000  0.00  0.00           O+0
HETATM   22 Fe   UNK     0       2.600  -1.858   0.000  0.00  0.00          Fe+3
HETATM   23  O   UNK     0      -2.154  -1.858   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.898  -0.224   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   15   17                                             
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15   12   14   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   36    0
END

View in JSmol

Synonyms

Value	Source
Fre-sol	Kegg
Ferrocholinic acid	Generator

Chemical Formula

C₁₁H₂₄FeNO₁₁

Average Mass

402.1530 Da

Monoisotopic Mass

402.06988 Da

IUPAC Name

iron(3+) ion (2-hydroxyethyl)trimethylazanium 2-oxidopropane-1,2,3-tricarboxylate trihydrate

Traditional Name

iron(3+) ion choline 2-oxidopropane-1,2,3-tricarboxylate trihydrate

CAS Registry Number

Not Available

SMILES

O.O.O.[Fe+3].C[N+](C)(C)CCO.[O-]C(=O)CC([O-])(CC([O-])=O)C([O-])=O

InChI Identifier

InChI=1S/C6H7O7.C5H14NO.Fe.3H2O/c7-3(8)1-6(13,5(11)12)2-4(9)10;1-6(2,3)4-5-7;;;;/h1-2H2,(H,7,8)(H,9,10)(H,11,12);7H,4-5H2,1-3H3;;3*1H2/q-1;+1;+3;;;/p-3

InChI Key

UQSASSBWRKBREL-UHFFFAOYSA-K

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Choline
Tetraalkylammonium salt
Quaternary ammonium salt
1,2-aminoalcohol
Carboxylic acid salt
Alkanolamine
Carboxylic acid
Organic transition metal salt
Organic nitrogen compound
Alkoxide
Organic salt
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.3	ChemAxon
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	143.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	78.69 m³·mol⁻¹	ChemAxon
Polarizability	13.99 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034748

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013293

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46174080

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ferrocholinate (NP0337999)

MOL for NP0337999 (Ferrocholinate)

3D MOL for NP0337999 (Ferrocholinate)

3D SDF for NP0337999 (Ferrocholinate)

3D-SDF for NP0337999 (Ferrocholinate)

PDB for NP0337999 (Ferrocholinate)

3D PDB for NP0337999 (Ferrocholinate)

SMILES for NP0337999 (Ferrocholinate)

INCHI for NP0337999 (Ferrocholinate)

Structure for NP0337999 (Ferrocholinate)

3D Structure for NP0337999 (Ferrocholinate)