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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:53:02 UTC

Update Date

2022-09-22 17:44:23 UTC

HMDB ID

HMDB0251521

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DL-Lanthionine

Description

lanthionine belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. lanthionine is a very strong basic compound (based on its pKa). An alanine derivative in which two alanine residues are linked on their beta-carbons by a thioether linkage. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dl-lanthionine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically DL-Lanthionine 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

  Mrv1533004241501042D          

 13 12  0  0  0  0            999 V2000
    7.2849    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251521

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CSCC(N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)

> <INCHI_KEY>
DWPCPZJAHOETAG-UHFFFAOYSA-N

> <FORMULA>
C6H12N2O4S

> <MOLECULAR_WEIGHT>
208.23

> <EXACT_MASS>
208.051778048

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.216876003074624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-[(2-amino-2-carboxyethyl)sulfanyl]propanoic acid

> <ALOGPS_LOGP>
-4.06

> <JCHEM_LOGP>
-6.0343466996846296

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.4341299418536844

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7056819646375256

> <JCHEM_PKA_STRONGEST_BASIC>
9.441859276427016

> <JCHEM_POLAR_SURFACE_AREA>
126.64

> <JCHEM_REFRACTIVITY>
46.85750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-[(2-amino-2-carboxyethyl)sulfanyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      10.931   4.771   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.264   6.311   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.596   4.771   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,3'-Thiodialanine	MeSH
Lanthionine, (D)-(R)-isomer	MeSH
Lanthionine, (L)-(R)-isomer	MeSH
Lanthionine	MeSH

Chemical Formula

C₆H₁₂N₂O₄S

Average Molecular Weight

208.23

Monoisotopic Molecular Weight

208.051778048

IUPAC Name

2-amino-3-[(2-amino-2-carboxyethyl)sulfanyl]propanoic acid

Traditional Name

2-amino-3-[(2-amino-2-carboxyethyl)sulfanyl]propanoic acid

CAS Registry Number

Not Available

SMILES

NC(CSCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)

InChI Key

DWPCPZJAHOETAG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine 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

Cysteine and derivatives

Alternative Parents

Substituents

Cysteine or derivatives
Alpha-amino acid
Dicarboxylic acid or derivatives
Amino acid
Carboxylic acid
Thioether
Sulfenyl compound
Dialkylthioether
Amine
Organic nitrogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organic sulfide (CHEBI:25013 )
non-proteinogenic alpha-amino acid (CHEBI:25013 )
alanine derivative (CHEBI:25013 )

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	-4.1	ALOGPS
logP	-6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.64 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	46.86 m³·mol⁻¹	ChemAxon
Polarizability	20.22 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	139.465	30932474
DeepCCS	[M-H]-	135.557	30932474
DeepCCS	[M-2H]-	173.076	30932474
DeepCCS	[M+Na]+	148.677	30932474
AllCCS	[M+H]+	143.8	32859911
AllCCS	[M+H-H2O]+	140.4	32859911
AllCCS	[M+NH4]+	147.0	32859911
AllCCS	[M+Na]+	147.9	32859911
AllCCS	[M-H]-	141.4	32859911
AllCCS	[M+Na-2H]-	142.8	32859911
AllCCS	[M+HCOO]-	144.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
DL-Lanthionine	NC(CSCC(N)C(O)=O)C(O)=O	2870.3	Standard polar	33892256
DL-Lanthionine	NC(CSCC(N)C(O)=O)C(O)=O	1700.4	Standard non polar	33892256
DL-Lanthionine	NC(CSCC(N)C(O)=O)C(O)=O	2264.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DL-Lanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2066.3	Semi standard non polar	33892256
DL-Lanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2099.9	Standard non polar	33892256
DL-Lanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2979.5	Standard polar	33892256
DL-Lanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2133.2	Semi standard non polar	33892256
DL-Lanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2096.8	Standard non polar	33892256
DL-Lanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2864.5	Standard polar	33892256
DL-Lanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2218.9	Semi standard non polar	33892256
DL-Lanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2125.5	Standard non polar	33892256
DL-Lanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3245.9	Standard polar	33892256
DL-Lanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2236.1	Semi standard non polar	33892256
DL-Lanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2172.2	Standard non polar	33892256
DL-Lanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3091.6	Standard polar	33892256
DL-Lanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2287.1	Semi standard non polar	33892256
DL-Lanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2160.8	Standard non polar	33892256
DL-Lanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2998.9	Standard polar	33892256
DL-Lanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2130.7	Semi standard non polar	33892256
DL-Lanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2160.2	Standard non polar	33892256
DL-Lanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CSCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2476.3	Standard polar	33892256
DL-Lanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2210.6	Semi standard non polar	33892256
DL-Lanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2228.9	Standard non polar	33892256
DL-Lanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2868.1	Standard polar	33892256
DL-Lanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2256.3	Semi standard non polar	33892256
DL-Lanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2247.3	Standard non polar	33892256
DL-Lanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2636.4	Standard polar	33892256
DL-Lanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2257.4	Semi standard non polar	33892256
DL-Lanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2218.5	Standard non polar	33892256
DL-Lanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2677.7	Standard polar	33892256
DL-Lanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2467.7	Semi standard non polar	33892256
DL-Lanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2331.5	Standard non polar	33892256
DL-Lanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2775.2	Standard polar	33892256
DL-Lanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2257.1	Semi standard non polar	33892256
DL-Lanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2267.6	Standard non polar	33892256
DL-Lanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2374.9	Standard polar	33892256
DL-Lanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2428.0	Semi standard non polar	33892256
DL-Lanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2368.4	Standard non polar	33892256
DL-Lanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2515.4	Standard polar	33892256
DL-Lanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2458.5	Semi standard non polar	33892256
DL-Lanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2388.6	Standard non polar	33892256
DL-Lanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2315.8	Standard polar	33892256
DL-Lanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2727.9	Semi standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2690.2	Standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3080.1	Standard polar	33892256
DL-Lanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2792.9	Semi standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2659.5	Standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3003.2	Standard polar	33892256
DL-Lanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2916.1	Semi standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2738.9	Standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3230.0	Standard polar	33892256
DL-Lanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2899.5	Semi standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2735.0	Standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3134.0	Standard polar	33892256
DL-Lanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2933.4	Semi standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2711.3	Standard non polar	33892256
DL-Lanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3094.0	Standard polar	33892256
DL-Lanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2981.2	Semi standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2857.1	Standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2882.1	Standard polar	33892256
DL-Lanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3094.1	Semi standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2948.4	Standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3066.6	Standard polar	33892256
DL-Lanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3133.2	Semi standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2914.7	Standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2951.3	Standard polar	33892256
DL-Lanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3153.5	Semi standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2924.7	Standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2980.5	Standard polar	33892256
DL-Lanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3278.1	Semi standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2971.2	Standard non polar	33892256
DL-Lanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3027.5	Standard polar	33892256
DL-Lanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3313.5	Semi standard non polar	33892256
DL-Lanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3105.0	Standard non polar	33892256
DL-Lanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2874.2	Standard polar	33892256
DL-Lanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3489.5	Semi standard non polar	33892256
DL-Lanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3170.6	Standard non polar	33892256
DL-Lanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2914.4	Standard polar	33892256
DL-Lanthionine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3704.5	Semi standard non polar	33892256
DL-Lanthionine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3362.8	Standard non polar	33892256
DL-Lanthionine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CSCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2904.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-9400000000-01bc3b6bdf39ffcc4116	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DL-Lanthionine GC-MS (TBDMS_2_5) - 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 - DL-Lanthionine 10V, Positive-QTOF	splash10-004l-0900000000-3c74cf7eb702d7e244e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DL-Lanthionine 20V, Positive-QTOF	splash10-00di-4900000000-aa0102b721bc8704c354	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DL-Lanthionine 40V, Positive-QTOF	splash10-00di-9000000000-29ce92f1b06478fe32c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DL-Lanthionine 10V, Negative-QTOF	splash10-00e9-5910000000-d6dba31a3ce2e863cd37	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DL-Lanthionine 20V, Negative-QTOF	splash10-001i-9500000000-e719314b45817c378178	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DL-Lanthionine 40V, Negative-QTOF	splash10-001i-9100000000-00d307236120c2a37eac	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lanthionine

METLIN ID

Not Available

PubChem Compound

102950

PDB ID

Not Available

ChEBI ID

25013

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 DL-Lanthionine (HMDB0251521)

MOL for HMDB0251521 (DL-Lanthionine)

3D MOL for HMDB0251521 (DL-Lanthionine)

3D SDF for HMDB0251521 (DL-Lanthionine)

3D-SDF for HMDB0251521 (DL-Lanthionine)

PDB for HMDB0251521 (DL-Lanthionine)

3D PDB for HMDB0251521 (DL-Lanthionine)

SMILES for HMDB0251521 (DL-Lanthionine)

INCHI for HMDB0251521 (DL-Lanthionine)

Structure for HMDB0251521 (DL-Lanthionine)

3D Structure for HMDB0251521 (DL-Lanthionine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra