MiMeDB: Showing metabocard for N(6)-acetyl-N(6)-hydroxy-L-lysine (MMDBc0054599)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:20:32 UTC

Update Date

2022-08-12 20:09:01 UTC

Metabolite ID

MMDBc0054599

Metabolite Identification

Common Name

N(6)-acetyl-N(6)-hydroxy-L-lysine

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041521572D          
 
 14 13  0  0  1  0            999 V2000
   11.7285  -14.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4430  -14.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1574  -14.3966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8719  -14.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5864  -14.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3009  -14.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0154  -14.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7299  -14.8091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.4444  -14.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1624  -14.8111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4444  -13.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7299  -15.6339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1574  -13.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4430  -15.6340    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  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
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  8 12  1  1  0  0  0
  3 13  1  0  0  0  0
  2 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054599

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)N(O)CCCC[C@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O4/c1-6(11)10(14)5-3-2-4-7(9)8(12)13/h7,14H,2-5,9H2,1H3,(H,12,13)/t7-/m0/s1

> <INCHI_KEY>
YXKGOSZASIKYPU-ZETCQYMHSA-N

> <FORMULA>
C8H16N2O4

> <MOLECULAR_WEIGHT>
204.226

> <EXACT_MASS>
204.111007003

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.82937499134665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-6-(N-hydroxyacetamido)hexanoic acid

> <ALOGPS_LOGP>
-2.43

> <JCHEM_LOGP>
-3.157946119327401

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.380405820576236

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2343955929701527

> <JCHEM_PKA_STRONGEST_BASIC>
9.5587510884247

> <JCHEM_POLAR_SURFACE_AREA>
103.86000000000001

> <JCHEM_REFRACTIVITY>
49.0179

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N6-acetyl-N6-hydroxylysine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  C   UNK     0      21.893 -26.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.227 -27.644   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      24.561 -26.874   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      25.894 -27.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.228 -26.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.562 -27.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.895 -26.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.229 -27.644   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.563 -26.874   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      33.903 -27.647   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      32.563 -25.334   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      31.229 -29.183   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      24.561 -25.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      23.227 -29.183   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    3                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
N6-Acetyl-N6-hydroxy-L-lysine	ChEBI
N6-Acetyl-N6-hydroxylysine	ChEBI
N(6)-Acetyl-N(6)-hydroxylysine	MeSH
N(epsilon)-Acetyl-N(epsilon)-hydroxylysine	MeSH

Molecular Formula

C₈H₁₆N₂O₄

Average Mass

204.226

Monoisotopic Mass

204.111007003

IUPAC Name

(2S)-2-amino-6-(N-hydroxyacetamido)hexanoic acid

Traditional Name

N6-acetyl-N6-hydroxylysine

CAS Registry Number

Not Available

SMILES

CC(=O)N(O)CCCC[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O4/c1-6(11)10(14)5-3-2-4-7(9)8(12)13/h7,14H,2-5,9H2,1H3,(H,12,13)/t7-/m0/s1

InChI Key

YXKGOSZASIKYPU-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-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

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acid
Fatty acyl
Acetamide
Acetohydroxamic acid
Hydroxamic acid
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Amine
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acetyl-L-amino acid (CHEBI:17374 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	14 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-3.2	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	2.23	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.02 m³·mol⁻¹	ChemAxon
Polarizability	20.83 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0bt9-0910000000-1485211c16e67a552da2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05o0-2900000000-85ba4249d338ebbbc43f	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00lr-9300000000-ccdf8edf2bb06ee1dade	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-3890000000-49cbb003c550a3cbf5ae	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0h99-4920000000-8117459474c95396a7ca	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9600000000-c7c5304120d9553b14ab	2019-02-23	View Spectrum

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	Proteobacteria	2	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

C03955

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

17374

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)-acetyl-N(6)-hydroxy-L-lysine (MMDBc0054599)

MOL for #<Metabolite:0x00007fed15e4c078>

3D MOL for #<Metabolite:0x00007fed15e4c078>

3D SDF for #<Metabolite:0x00007fed15e4c078>

3D-SDF for #<Metabolite:0x00007fed15e4c078>

PDB for #<Metabolite:0x00007fed15e4c078>

3D PDB for #<Metabolite:0x00007fed15e4c078>

SMILES for #<Metabolite:0x00007fed15e4c078>

INCHI for #<Metabolite:0x00007fed15e4c078>

Structure for #<Metabolite:0x00007fed15e4c078>

3D Structure for #<Metabolite:0x00007fed15e4c078>