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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:14:27 UTC

Update Date

2021-09-26 23:07:52 UTC

HMDB ID

HMDB0254094

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Limazocic

Description

Limazocic belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on Limazocic. This compound has been identified in human blood as reported by (PMID: 31557052 ). Limazocic is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Limazocic is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652309112115142D          

 14 14  0  0  0  0            999 V2000
    0.4936    2.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581   -0.3497    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497    1.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497   -0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1362   -1.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -0.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    2.1449    0.0000 C   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
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254094

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CSSCC(NC1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H13NO3S2/c1-8(2)4-14-13-3-5(6(10)11)9-7(8)12/h5H,3-4H2,1-2H3,(H,9,12)(H,10,11)

> <INCHI_KEY>
PTARWFJHCZHOGS-UHFFFAOYSA-N

> <FORMULA>
C8H13NO3S2

> <MOLECULAR_WEIGHT>
235.32

> <EXACT_MASS>
235.033685631

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.639187311212268

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,7-dimethyl-6-oxo-1,2,5-dithiazocane-4-carboxylic acid

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
0.8190504603333333

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.119398181778724

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7299612572670284

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5111512975779342

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
57.64130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,7-dimethyl-6-oxo-1,2,5-dithiazocane-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.921   4.004   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.859   2.782   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.282   2.193   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       3.871   0.770   0.000  0.00  0.00           S+0
HETATM    5  S   UNK     0       3.282  -0.653   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       1.859  -1.242   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.436  -0.653   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.153   0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.436   2.193   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.653   3.282   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.653  -1.742   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.254  -3.229   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.140  -1.343   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.796   4.004   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0254094
HETATM    1  C1  UNL     1      -2.050  -0.435  -1.063  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.648   0.061   0.314  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.871   0.800   0.876  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.373  -1.074   1.255  1.00  0.00           C  
HETATM    5  S1  UNL     1      -0.156  -2.238   0.667  1.00  0.00           S  
HETATM    6  S2  UNL     1       0.421  -1.901  -1.344  1.00  0.00           S  
HETATM    7  C5  UNL     1       1.910  -0.861  -1.322  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.888   0.011  -0.061  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.215   0.673   0.002  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.250   1.927   0.002  1.00  0.00           O  
HETATM   11  O2  UNL     1       4.413  -0.018   0.061  1.00  0.00           O  
HETATM   12  N1  UNL     1       0.826   0.965  -0.114  1.00  0.00           N  
HETATM   13  C8  UNL     1      -0.549   1.041   0.242  1.00  0.00           C  
HETATM   14  O3  UNL     1      -0.866   2.237   0.565  1.00  0.00           O  
HETATM   15  H1  UNL     1      -2.153  -1.526  -1.049  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.019  -0.012  -1.399  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.289  -0.060  -1.781  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.143   1.552   0.110  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.592   1.298   1.827  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.648   0.021   1.019  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.142  -0.630   2.248  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.345  -1.627   1.383  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.013  -0.236  -2.211  1.00  0.00           H  
HETATM   24  H10 UNL     1       2.781  -1.552  -1.188  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.836  -0.665   0.826  1.00  0.00           H  
HETATM   26  H12 UNL     1       5.134   0.371   0.672  1.00  0.00           H  
HETATM   27  H13 UNL     1       1.158   1.877  -0.539  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   13
CONECT    3   18   19   20
CONECT    4    5   21   22
CONECT    5    6
CONECT    6    7
CONECT    7    8   23   24
CONECT    8    9   12   25
CONECT    9   10   10   11
CONECT   11   26
CONECT   12   13   27
CONECT   13   14   14
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Hexahydro-7,7-dimethyl-6-oxo-1,2,5-dithiazocine-4-carboxylic acid	HMDB

Chemical Formula

C₈H₁₃NO₃S₂

Average Molecular Weight

235.32

Monoisotopic Molecular Weight

235.033685631

IUPAC Name

7,7-dimethyl-6-oxo-1,2,5-dithiazocane-4-carboxylic acid

Traditional Name

7,7-dimethyl-6-oxo-1,2,5-dithiazocane-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CSSCC(NC1=O)C(O)=O

InChI Identifier

InChI=1S/C8H13NO3S2/c1-8(2)4-14-13-3-5(6(10)11)9-7(8)12/h5H,3-4H2,1-2H3,(H,9,12)(H,10,11)

InChI Key

PTARWFJHCZHOGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Carboxamide group
Lactam
Organic disulfide
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.82	ALOGPS
logP	0.82	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-1.5	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	1	ChemAxon
Refractivity	57.64 m³·mol⁻¹	ChemAxon
Polarizability	22.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	151.566	30932474
DeepCCS	[M-H]-	147.568	30932474
DeepCCS	[M-2H]-	185.372	30932474
DeepCCS	[M+Na]+	161.036	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Limazocic	CC1(C)CSSCC(NC1=O)C(O)=O	3028.9	Standard polar	33892256
Limazocic	CC1(C)CSSCC(NC1=O)C(O)=O	1754.3	Standard non polar	33892256
Limazocic	CC1(C)CSSCC(NC1=O)C(O)=O	2050.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Limazocic,2TMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)C1=O	2030.0	Semi standard non polar	33892256
Limazocic,2TMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)C1=O	1905.7	Standard non polar	33892256
Limazocic,2TMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)C1=O	2563.3	Standard polar	33892256
Limazocic,2TBDMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2488.0	Semi standard non polar	33892256
Limazocic,2TBDMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2363.4	Standard non polar	33892256
Limazocic,2TBDMS,isomer #1	CC1(C)CSSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2761.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9510000000-8db5dcb9777764b8b790	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limazocic GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 10V, Positive-QTOF	splash10-000i-0090000000-13526e7dece800be99fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 20V, Positive-QTOF	splash10-000i-2290000000-aca48eb51670aeebfaa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 40V, Positive-QTOF	splash10-0abl-9400000000-599601d084ed28eda795	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 10V, Negative-QTOF	splash10-001i-0090000000-c9529072252b6b4da67f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 20V, Negative-QTOF	splash10-001i-3950000000-fe4c8bbfa9a8bc2d1063	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limazocic 40V, Negative-QTOF	splash10-0006-9300000000-ead7265512a54b7f991a	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11654598

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18755209

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Limazocic (HMDB0254094)

MOL for HMDB0254094 (Limazocic)

3D MOL for HMDB0254094 (Limazocic)

3D SDF for HMDB0254094 (Limazocic)

3D-SDF for HMDB0254094 (Limazocic)

PDB for HMDB0254094 (Limazocic)

3D PDB for HMDB0254094 (Limazocic)

SMILES for HMDB0254094 (Limazocic)

INCHI for HMDB0254094 (Limazocic)

Structure for HMDB0254094 (Limazocic)

3D Structure for HMDB0254094 (Limazocic)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra