MiMeDB: Showing metabocard for S-(1-hydroxy-3-methylhexan-3-yl)-L-cysteinylglycine (MMDBc0056293)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:21:59 UTC

Update Date

2022-08-12 20:09:40 UTC

Metabolite ID

MMDBc0056293

Metabolite Identification

Common Name

S-(1-hydroxy-3-methylhexan-3-yl)-L-cysteinylglycine

Description

SCHEMBL716857 belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on SCHEMBL716857.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222212D          

 20 19  0  0  1  0            999 V2000
    5.6645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.7309    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  2  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
  9 13  1  6  0  0  0
 14  7  1  4  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 16 10  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  8  1  0  0  0  0
 19 12  1  0  0  0  0
  9 20  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056293

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CSC(C)(CCC)CCO)C(O)=NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24N2O4S/c1-3-4-12(2,5-6-15)19-8-9(13)11(18)14-7-10(16)17/h9,15H,3-8,13H2,1-2H3,(H,14,18)(H,16,17)/t9-,12?/m0/s1

> <INCHI_KEY>
FIKNGFBNGIHRJV-QHGLUPRGSA-N

> <FORMULA>
C12H24N2O4S

> <MOLECULAR_WEIGHT>
292.39

> <EXACT_MASS>
292.145678435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.233632856426368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(2R)-2-amino-1-hydroxy-3-[(1-hydroxy-3-methylhexan-3-yl)sulfanyl]propylidene]amino}acetic acid

> <JCHEM_LOGP>
-2.2197110462375624

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.238116151292019

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4160951513905857

> <JCHEM_PKA_STRONGEST_BASIC>
9.203443514173307

> <JCHEM_POLAR_SURFACE_AREA>
116.14000000000001

> <JCHEM_REFRACTIVITY>
75.6871

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R)-2-amino-1-hydroxy-3-[(1-hydroxy-3-methylhexan-3-yl)sulfanyl]propylidene]amino}acetic acid

> <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      10.574  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.827   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.804   0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264   0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160   1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.826   1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   5.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   4.565   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.206   7.232   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874   4.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.494   1.897   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.184   5.898   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.104   5.898   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       3.493   1.127   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.746   7.232   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.564   8.566   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.104   3.231   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       6.724   3.231   0.000  0.00  0.00           S+0
HETATM   20  H   UNK     0       3.644   3.231   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    1    4                                                       
CONECT    4    3   12                                                       
CONECT    5    6   12                                                       
CONECT    6    5   15                                                       
CONECT    7   10   14                                                       
CONECT    8    9   19                                                       
CONECT    9    8   11   13   20                                             
CONECT   10    7   16   17                                                  
CONECT   11    9   14   18                                                  
CONECT   12    2    4    5   19                                             
CONECT   13    9                                                            
CONECT   14    7   11                                                       
CONECT   15    6                                                            
CONECT   16   10                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19    8   12                                                       
CONECT   20    9                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

Synonyms

Not Available

Molecular Formula

C₁₂H₂₄N₂O₄S

Average Mass

292.39

Monoisotopic Mass

292.145678435

IUPAC Name

2-{[(2R)-2-amino-1-hydroxy-3-[(1-hydroxy-3-methylhexan-3-yl)sulfanyl]propylidene]amino}acetic acid

Traditional Name

{[(2R)-2-amino-1-hydroxy-3-[(1-hydroxy-3-methylhexan-3-yl)sulfanyl]propylidene]amino}acetic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CSC(C)(CCC)CCO)C(O)=NCC(O)=O

InChI Identifier

InChI=1S/C12H24N2O4S/c1-3-4-12(2,5-6-15)19-8-9(13)11(18)14-7-10(16)17/h9,15H,3-8,13H2,1-2H3,(H,14,18)(H,16,17)/t9-,12?/m0/s1

InChI Key

FIKNGFBNGIHRJV-QHGLUPRGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Organonitrogen compound
Organosulfur compound
Primary alcohol
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
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	-2.2	ChemAxon
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	9.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	75.69 m³·mol⁻¹	ChemAxon
Polarizability	31.23 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_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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	Actinobacteria	1	Human

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

59475291

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 S-(1-hydroxy-3-methylhexan-3-yl)-L-cysteinylglycine (MMDBc0056293)

MOL for #<Metabolite:0x00007fdb72890d28>

3D MOL for #<Metabolite:0x00007fdb72890d28>

3D SDF for #<Metabolite:0x00007fdb72890d28>

3D-SDF for #<Metabolite:0x00007fdb72890d28>

PDB for #<Metabolite:0x00007fdb72890d28>

3D PDB for #<Metabolite:0x00007fdb72890d28>

SMILES for #<Metabolite:0x00007fdb72890d28>

INCHI for #<Metabolite:0x00007fdb72890d28>

Structure for #<Metabolite:0x00007fdb72890d28>

3D Structure for #<Metabolite:0x00007fdb72890d28>