MiMeDB: Showing metabocard for N(6)-(3-O-phospho-D-ribulosyl)-L-lysine (MMDBc0056192)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:19:08 UTC

Update Date

2022-08-12 20:09:37 UTC

Metabolite ID

MMDBc0056192

Metabolite Identification

Common Name

N(6)-(3-O-phospho-D-ribulosyl)-L-lysine

Description

CHEBI:144611 belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Based on a literature review very few articles have been published on CHEBI:144611.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222192D          

 26 25  0  0  1  0            999 V2000
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9533    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.3645    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
  7 12  1  1  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  2  0  0  0  0
  9 16  1  1  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 10 22  1  6  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
  7 24  1  1  0  0  0
  9 25  1  1  0  0  0
 10 26  1  6  0  0  0
M  CHG  1  18  -1
M  END


  Mrv1652306172222192D          

 26 25  0  0  1  0            999 V2000
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9533    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.3645    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
  7 12  1  1  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  2  0  0  0  0
  9 16  1  1  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 10 22  1  6  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
  7 24  1  1  0  0  0
  9 25  1  1  0  0  0
 10 26  1  6  0  0  0
M  CHG  1  18  -1
M  END
> <DATABASE_ID>
MMDBc0056192

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCCCNCC(=O)[C@]([H])(OP(O)(O)=O)[C@]([H])(O)CO)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H23N2O9P/c12-7(11(17)18)3-1-2-4-13-5-8(15)10(9(16)6-14)22-23(19,20)21/h7,9-10,13-14,16H,1-6,12H2,(H,17,18)(H2,19,20,21)/p-1/t7-,9+,10-/m0/s1

> <INCHI_KEY>
YTGLSMMTLBLOES-SFGNSQDASA-M

> <FORMULA>
C11H22N2O9P

> <MOLECULAR_WEIGHT>
357.276

> <EXACT_MASS>
357.106840874

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.5309575754601

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-6-{[(3R,4R)-4,5-dihydroxy-2-oxo-3-(phosphonooxy)pentyl]amino}hexanoate

> <JCHEM_LOGP>
-8.096324606416436

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2619145120908097

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8856270438920442

> <JCHEM_PKA_STRONGEST_BASIC>
9.35636465039887

> <JCHEM_POLAR_SURFACE_AREA>
202.46999999999997

> <JCHEM_REFRACTIVITY>
87.63209999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-6-{[(3R,4R)-4,5-dihydroxy-2-oxo-3-(phosphonooxy)pentyl]amino}hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.979   1.334   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      11.646   3.644   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.977   1.334   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -3.025   1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.310  -0.206   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.357  -0.206   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      14.313   2.104   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.979  -0.206   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0       3.080   3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.540   5.747   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.644   5.184   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0       2.310   4.414   0.000  0.00  0.00           P+0
HETATM   24  H   UNK     0      11.646   0.564   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.357   2.874   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.976   0.564   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2   13                                                       
CONECT    5    8   13                                                       
CONECT    6    9   14                                                       
CONECT    7    3   11   12   24                                             
CONECT    8    5   10   15                                                  
CONECT    9    6   10   16   25                                             
CONECT   10    8    9   22   26                                             
CONECT   11    7   17   18                                                  
CONECT   12    7                                                            
CONECT   13    4    5                                                       
CONECT   14    6                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   23                                                            
CONECT   20   23                                                            
CONECT   21   23                                                            
CONECT   22   10   23                                                       
CONECT   23   19   20   21   22                                             
CONECT   24    7                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

Synonyms

Not Available

Molecular Formula

C₁₁H₂₂N₂O₉P

Average Mass

357.276

Monoisotopic Mass

357.106840874

IUPAC Name

(2S)-2-amino-6-{[(3R,4R)-4,5-dihydroxy-2-oxo-3-(phosphonooxy)pentyl]amino}hexanoate

Traditional Name

(2S)-2-amino-6-{[(3R,4R)-4,5-dihydroxy-2-oxo-3-(phosphonooxy)pentyl]amino}hexanoate

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCCCNCC(=O)[C@]([H])(OP(O)(O)=O)[C@]([H])(O)CO)C([O-])=O

InChI Identifier

InChI=1S/C11H23N2O9P/c12-7(11(17)18)3-1-2-4-13-5-8(15)10(9(16)6-14)22-23(19,20)21/h7,9-10,13-14,16H,1-6,12H2,(H,17,18)(H2,19,20,21)/p-1/t7-,9+,10-/m0/s1

InChI Key

YTGLSMMTLBLOES-SFGNSQDASA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

L-alpha-amino acid
Pentose monosaccharide
Alpha-amino acid or derivatives
Alpha-amino acid
Medium-chain fatty acid
Monoalkyl phosphate
Hydroxy fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Beta-hydroxy ketone
Alpha-aminoketone
Amino acid
Secondary alcohol
Ketone
Amino acid or derivatives
1,2-diol
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-8.1	ChemAxon
pKa (Strongest Acidic)	0.89	ChemAxon
pKa (Strongest Basic)	9.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	202.47 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	87.63 m³·mol⁻¹	ChemAxon
Polarizability	32.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	3	Human ; Human feces
Bacteria	Deinococcus-thermus	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

138911148

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N(6)-(3-O-phospho-D-ribulosyl)-L-lysine (MMDBc0056192)

MOL for #<Metabolite:0x00007fdb4cc197b8>

3D MOL for #<Metabolite:0x00007fdb4cc197b8>

3D SDF for #<Metabolite:0x00007fdb4cc197b8>

3D-SDF for #<Metabolite:0x00007fdb4cc197b8>

PDB for #<Metabolite:0x00007fdb4cc197b8>

3D PDB for #<Metabolite:0x00007fdb4cc197b8>

SMILES for #<Metabolite:0x00007fdb4cc197b8>

INCHI for #<Metabolite:0x00007fdb4cc197b8>

Structure for #<Metabolite:0x00007fdb4cc197b8>

3D Structure for #<Metabolite:0x00007fdb4cc197b8>