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Showing NP-Card for Ammonium citrate, dibasic (NP0338607)

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Record Information
Version2.0
Created at2024-09-11 16:21:39 UTC
Updated at2024-09-11 16:21:39 UTC
NP-MRD IDNP0338607
Secondary Accession NumbersNone
Natural Product Identification
Common NameAmmonium citrate, dibasic
DescriptionAmmonium citrate, dibasic, also known as ammonium hydrogen citrate or citric acid diammonium salt, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Ammonium citrate, dibasic is an extremely weak basic (essentially neutral) compound (based on its pKa). Ammonium citrate, dibasic was first documented in 1978 (PMID: 679054). A citrate salt in which two of the three carboxy groups are deprotonated and associated with ammonium ions as counter-cations (PMID: 20339515).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338607 (Ammonium citrate, dibasic)


  Mrv0541 02241221432D          

 15 12  0  0  0  0            999 V2000
   -2.2582    0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437   -0.9868    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8293    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -0.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    0.5527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148    1.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997   -0.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -0.5743    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3858    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.6368    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  CHG  4   3  -1  13  -1  14   1  15   1
M  END
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3D MOL for NP0338607 (Ammonium citrate, dibasic)

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3D SDF for NP0338607 (Ammonium citrate, dibasic)

  Mrv0541 02241221432D          

 15 12  0  0  0  0            999 V2000
   -2.2582    0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437   -0.9868    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8293    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -0.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    0.5527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148    1.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997   -0.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -0.5743    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3858    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.6368    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  CHG  4   3  -1  13  -1  14   1  15   1
M  END
> <DATABASE_ID>
NP0338607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[NH4+].[NH4+].OC(=O)C(O)(CC([O-])=O)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O7.2H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);2*1H3

> <INCHI_KEY>
YXVFQADLFFNVDS-UHFFFAOYSA-N

> <FORMULA>
C6H14N2O7

> <MOLECULAR_WEIGHT>
226.1846

> <EXACT_MASS>
226.080100812

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
14.658612717174478

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
diammonium 3-carboxy-3-hydroxypentanedioate

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-1.3226874519999998

> <ALOGPS_LOGS>
0.07

> <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>
137.79000000000002

> <JCHEM_REFRACTIVITY>
57.2981

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diammonium 3-carboxy-3-hydroxypentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0338607 (Ammonium citrate, dibasic)
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PDB for NP0338607 (Ammonium citrate, dibasic)
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  O   UNK     0      -4.215   0.468   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.882  -0.302   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.882  -1.842   0.000  0.00  0.00           O-1
HETATM    4  C   UNK     0      -1.548   0.468   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.214  -0.302   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.984  -1.636   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.556   1.032   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.096   1.032   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.214   2.365   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.119  -1.072   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.453  -0.302   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.929   1.163   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.787  -1.072   0.000  0.00  0.00           O-1
HETATM   14  N   UNK     0       8.187   0.000   0.000  0.00  0.00           N+1
HETATM   15  N   UNK     0       0.000  -4.922   0.000  0.00  0.00           N+1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   10                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   24    0
END

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3D PDB for NP0338607 (Ammonium citrate, dibasic)
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SMILES for NP0338607 (Ammonium citrate, dibasic)
[NH4+].[NH4+].OC(=O)C(O)(CC([O-])=O)CC([O-])=O
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INCHI for NP0338607 (Ammonium citrate, dibasic)
InChI=1S/C6H8O7.2H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);2*1H3
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Synonyms
ValueSource
2-Hydroxy-1,2,3-propanetricarboxylic acid, diammonium saltChEBI
Ammonium citrate dibasicChEBI
Ammonium hydrogen citrateChEBI
Ammonium monohydrogen citrateChEBI
Ammonium monohydrogencitrateChEBI
Citric acid diammonium saltChEBI
Diammonium hydrogen citrateChEBI
Dibasic ammonium citrateChEBI
MicrostopChEBI
2-Hydroxy-1,2,3-propanetricarboxylate, diammonium saltGenerator
Ammonium citric acid dibasicGenerator
Ammonium hydrogen citric acidGenerator
Ammonium monohydrogen citric acidGenerator
Ammonium monohydrogencitric acidGenerator
Citrate diammonium saltGenerator
Diammonium hydrogen citric acidGenerator
Dibasic ammonium citric acidGenerator
Ammonium citric acid, dibasicGenerator
Ammonium citrate, dibasicChEBI
Diammonium 3-carboxy-3-hydroxypentanedioic acidGenerator
DA-H-C CPDMeSH
Chemical FormulaC6H14N2O7
Average Mass226.1846 Da
Monoisotopic Mass226.08010 Da
IUPAC Namediammonium 3-carboxy-3-hydroxypentanedioate
Traditional Namediammonium 3-carboxy-3-hydroxypentanedioate
CAS Registry NumberNot Available
SMILES
[NH4+].[NH4+].OC(=O)C(O)(CC([O-])=O)CC([O-])=O
InChI Identifier
InChI=1S/C6H8O7.2H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);2*1H3
InChI KeyYXVFQADLFFNVDS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot 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.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassTricarboxylic acids and derivatives  
Direct ParentTricarboxylic acids and derivatives  
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
    • 

  • Hydroxy acid
    • 

  • Alpha-hydroxy acid
    • 

  • Tertiary alcohol
    • 

  • Carboxylic acid
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.94ALOGPS
logP-1.3ChemAxon
logS0.07ALOGPS
pKa (Strongest Acidic)3.05ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area137.79 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.3 m³·mol⁻¹ChemAxon
Polarizability14.66 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032172  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008943  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18171  
PDB IDNot Available
ChEBI ID63076  
Good Scents IDNot Available
References
General References
  1. Hou J, Xie Z, Xue P, Cui Z, Chen X, Li J, Cai T, Wu P, Yang F: Enhanced MALDI-TOF MS analysis of phosphopeptides using an optimized DHAP/DAHC matrix. J Biomed Biotechnol. 2010;2010:759690. doi: 10.1155/2010/759690. Epub 2010 Mar  21. [PubMed:20339515  ] 
  2. Lee DJ, McNab JM: The effect of a single oral dose of nonprotein nitrogen from various sources on amino acid concentrations in the plasma and liver of the chick. Br Poult Sci. 1978 Jul;19(4):467-73. doi: 10.1080/00071667808416502. [PubMed:679054  ]