NP-MRD: Showing NP-Card for Isomugineic acid (NP0335754)

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Record Information

Version

2.0

Created at

2024-09-11 03:04:31 UTC

Updated at

2024-09-11 03:04:32 UTC

NP-MRD ID

NP0335754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isomugineic acid

Description

Isomugineic acid is also known as isomugineate. Based on a literature review very few articles have been published on Isomugineic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262305362D          

 22 22  0  0  0  0            999 V2000
    1.4969   -3.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -2.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4672   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4672   -1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924   -0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407   -1.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -2.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8490    3.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    2.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258    2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    0.1615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    1.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    2.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    2.9933    0.0000 O   0  0  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 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)

> <INCHI_KEY>
GJRGEVKCJPPZIT-UHFFFAOYNA-N

> <FORMULA>
C12H20N2O8

> <MOLECULAR_WEIGHT>
320.298

> <EXACT_MASS>
320.121965612

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.173354000940428

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

> <JCHEM_LOGP>
-5.548340137696057

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5228309095725496

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.102244981567309

> <JCHEM_PKA_STRONGEST_BASIC>
9.491197045528244

> <JCHEM_POLAR_SURFACE_AREA>
167.63

> <JCHEM_REFRACTIVITY>
70.2188

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
isomugineic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0       2.794  -6.343   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.190  -4.983   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.095  -3.775   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.605  -3.775   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.605  -2.265   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.095  -2.265   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.039  -1.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.527  -1.510   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.076  -2.869   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.527  -5.135   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.585   6.343   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.039   4.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.981   3.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.283   2.265   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.226   1.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.679  -0.301   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.190  -0.755   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.247   0.301   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.642  -2.265   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.002   2.869   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.549   4.380   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.605   5.587   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    3    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8                                                            
CONECT   10    2                                                            
CONECT   11   12                                                            
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    8   15   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   21                                                            
CONECT   21   12   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
Isomugineate	Generator

Chemical Formula

C₁₂H₂₀N₂O₈

Average Mass

320.2980 Da

Monoisotopic Mass

320.12197 Da

IUPAC Name

1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

Traditional Name

isomugineic acid

CAS Registry Number

Not Available

SMILES

OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)

InChI Key

GJRGEVKCJPPZIT-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Amino fatty acid
Azetidinecarboxylic acid
Beta-hydroxy acid
Hydroxy fatty acid
Fatty acyl
Alpha-hydroxy acid
Monosaccharide
Hydroxy acid
1,3-aminoalcohol
Amino acid
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Azetidine
Organoheterocyclic compound
Azacycle
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Organonitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

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	-5.5	ChemAxon
pKa (Strongest Acidic)	1.1	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.63 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	70.22 m³·mol⁻¹	ChemAxon
Polarizability	30.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isomugineic acid (NP0335754)

MOL for NP0335754 (Isomugineic acid)

3D MOL for NP0335754 (Isomugineic acid)

3D SDF for NP0335754 (Isomugineic acid)

3D-SDF for NP0335754 (Isomugineic acid)

PDB for NP0335754 (Isomugineic acid)

3D PDB for NP0335754 (Isomugineic acid)

SMILES for NP0335754 (Isomugineic acid)

INCHI for NP0335754 (Isomugineic acid)

Structure for NP0335754 (Isomugineic acid)

3D Structure for NP0335754 (Isomugineic acid)