MiMeDB: Showing metabocard for N-Acetyl-D-leucine (MMDBc0033148)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:36:41 UTC

Update Date

2022-08-31 22:26:42 UTC

Metabolite ID

MMDBc0033148

Metabolite Identification

Common Name

N-Acetyl-D-leucine

Description

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1241420                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       3.907   0.770   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.241   3.080   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.242  -0.770   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.908   1.540   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.241  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.574  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.574   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.241  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.907  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.576   1.540   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    7   11                                                       
CONECT    5    6    8    9                                                  
CONECT    6    5    7                                                       
CONECT    7    4    6   10                                                  
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    1    2    7                                                  
CONECT   11    3    4   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Not Available

Molecular Formula

C₈H₁₅NO₃

Average Mass

173.2096

Monoisotopic Mass

173.105193351

IUPAC Name

(2R)-2-acetamido-4-methylpentanoic acid

Traditional Name

D-leucine, N-acetyl-

CAS Registry Number

19764-30-8

SMILES

CC(C)C[C@@H](NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t7-/m1/s1

InChI Key

WXNXCEHXYPACJF-SSDOTTSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
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
Water Solubility	10.9 g/L	ALOGPS
logP	0.78	ALOGPS
logP	0.49	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	43.61 m³·mol⁻¹	ChemAxon
Polarizability	18.3 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-4999ecbfbc380c7cad3a	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00e9-1900000000-a7e7f933b2155a59555c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001r-9800000000-f0cf22f10972ee728fe4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-598d0e4c77dbf9794ee1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-1900000000-15626e7c74e213c4fb23	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05ai-4900000000-5a450ad57fd8bd9d9f69	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9200000000-f0db45895855a83c4418	2016-09-12	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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Deinococcus-thermus	1

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1241420

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-Acetyl-D-leucine (MMDBc0033148)

MOL for #<Metabolite:0x00007fecf070d9d0>

3D MOL for #<Metabolite:0x00007fecf070d9d0>

3D SDF for #<Metabolite:0x00007fecf070d9d0>

3D-SDF for #<Metabolite:0x00007fecf070d9d0>

PDB for #<Metabolite:0x00007fecf070d9d0>

3D PDB for #<Metabolite:0x00007fecf070d9d0>

SMILES for #<Metabolite:0x00007fecf070d9d0>

INCHI for #<Metabolite:0x00007fecf070d9d0>

Structure for #<Metabolite:0x00007fecf070d9d0>

3D Structure for #<Metabolite:0x00007fecf070d9d0>