NP-MRD: Showing NP-Card for 3,6-diamino-4,5-dihydroxyoctanedioic acid (NP0251826)

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Record Information

Version

2.0

Created at

2022-09-07 15:08:15 UTC

Updated at

2022-09-07 15:08:15 UTC

NP-MRD ID

NP0251826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,6-diamino-4,5-dihydroxyoctanedioic acid

Description

CHEMBL1187270 belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. CHEMBL1187270 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
   -1.5641   -0.9683   -1.2282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401   -0.2259    0.0136 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7331   -0.2929    0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    0.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5552    0.8140   -1.1399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    0.4074    0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -0.8505    0.7737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0498   -0.2363    1.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016   -0.9079   -0.1414 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9547   -1.6295    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.3997   -0.6677 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4087    0.1371   -1.6591 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790    1.3804    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.9014    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.1868    2.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288    1.2670    0.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138   -0.3272   -2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -1.7650   -1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.8214   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9678   -1.3923    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186    0.1130    1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4661    1.3335    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839   -1.9263    1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6395    0.5282    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -1.5381   -1.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344   -2.3291    1.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281    0.8499   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776   -0.6451   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    0.9771   -1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1196    1.7143    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1299    2.3136   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0530    0.5528    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  1  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 11  9  1  0
  9 10  1  0
  9  7  1  0
  7  8  1  0
  7  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  4  5  2  0
 12 28  1  0
 12 29  1  0
 11 27  1  6
 13 30  1  0
 13 31  1  0
 16 32  1  0
  9 25  1  6
 10 26  1  0
  7 23  1  1
  8 24  1  0
  2 19  1  6
  1 17  1  0
  1 18  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
M  END


  Mrv1533004161512562D          

 16 15  0  0  0  0            999 V2000
    4.4270    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0251826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC(O)=O)C(O)C(O)C(N)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O6/c9-3(1-5(11)12)7(15)8(16)4(10)2-6(13)14/h3-4,7-8,15-16H,1-2,9-10H2,(H,11,12)(H,13,14)

> <INCHI_KEY>
SJDZSCFHDFZAHQ-UHFFFAOYSA-N

> <FORMULA>
C8H16N2O6

> <MOLECULAR_WEIGHT>
236.224

> <EXACT_MASS>
236.100836243

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
21.979544030120117

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-diamino-4,5-dihydroxyoctanedioic acid

> <ALOGPS_LOGP>
-4.22

> <JCHEM_LOGP>
-7.660718627797751

> <ALOGPS_LOGS>
-0.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.8455275014911394

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1389563583784255

> <JCHEM_PKA_STRONGEST_BASIC>
9.889202037172668

> <JCHEM_POLAR_SURFACE_AREA>
167.1

> <JCHEM_REFRACTIVITY>
50.702

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-diamino-4,5-dihydroxyoctanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  N   UNK     0       8.264   6.311   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.263   4.001   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.596   6.311   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.597   2.461   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      12.265   2.461   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
3,6-Diamino-4,5-dihydroxyoctanedioate	Generator

Chemical Formula

C₈H₁₆N₂O₆

Average Mass

236.2240 Da

Monoisotopic Mass

236.10084 Da

IUPAC Name

3,6-diamino-4,5-dihydroxyoctanedioic acid

Traditional Name

3,6-diamino-4,5-dihydroxyoctanedioic acid

CAS Registry Number

Not Available

SMILES

NC(CC(O)=O)C(O)C(O)C(N)CC(O)=O

InChI Identifier

InChI=1S/C8H16N2O6/c9-3(1-5(11)12)7(15)8(16)4(10)2-6(13)14/h3-4,7-8,15-16H,1-2,9-10H2,(H,11,12)(H,13,14)

InChI Key

SJDZSCFHDFZAHQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta 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

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Medium-chain hydroxy acid
Medium-chain fatty acid
Amino fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
1,3-aminoalcohol
Secondary alcohol
1,2-diol
1,2-aminoalcohol
Amino acid
Carboxylic acid
Primary amine
Organic oxide
Primary aliphatic amine
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-4.2	ALOGPS
logP	-7.7	ChemAxon
logS	-0.85	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	9.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	50.7 m³·mol⁻¹	ChemAxon
Polarizability	21.98 Å³	ChemAxon
Number of Rings	0	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

11540652

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,6-diamino-4,5-dihydroxyoctanedioic acid (NP0251826)

MOL for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

3D MOL for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

3D SDF for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

3D-SDF for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

PDB for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

3D PDB for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

SMILES for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

INCHI for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

Structure for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)

3D Structure for NP0251826 (3,6-diamino-4,5-dihydroxyoctanedioic acid)