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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (1) Show 7 proteins XML

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:19:55 UTC

HMDB ID

HMDB0000192

Secondary Accession Numbers

HMDB00192

Metabolite Identification

Common Name

L-Cystine

Description

Cystine is an oxidized dimeric form of cysteine. It is formed by linking two cysteine residues via a disulfide bond (Cys-S-S-Cys) between the -SH groups. Cystine is found in high concentrations in digestive enzymes and in the cells of the immune system, skeletal and connective tissues, skin, and hair. Hair and skin are 10-14% cystine. Cystine is the preferred form of cysteine for the synthesis of glutathione in cells involved in the immune system (e.g. macrophages and astrocytes). Lymphocytes and neurons prefer cysteine for glutathione production. Optimizing glutathione levels in macrophages and astrocytes with cystine allows these cells to provide cysteine to lymphocytes and neurons directly upon demand (Wikipedia ).

Structure

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

  Mrv1652303202019002D          

 14 13  0  0  0  0            999 V2000
    2.5076    0.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7931   -0.2350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5076    1.0025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7931   -1.0600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3642   -0.2350    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0787    0.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2221   -0.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4937   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792    0.1775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4937   -1.0600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792    1.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    0.1775    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2082    0.1775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  1  0  0  0
  2  6  1  0  0  0  0
  5  6  1  0  0  0  0
  7  1  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  1  1  0  0  0
  9 13  1  0  0  0  0
 12 13  1  0  0  0  0
 14  8  1  0  0  0  0
  5 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000192

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

> <INCHI_KEY>
LEVWYRKDKASIDU-IMJSIDKUSA-N

> <FORMULA>
C6H12N2O4S2

> <MOLECULAR_WEIGHT>
240.3

> <EXACT_MASS>
240.023848262

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.772305661239265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid

> <ALOGPS_LOGP>
-3.16

> <JCHEM_LOGP>
-5.897687960059564

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.267408279723485

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5564231091903382

> <JCHEM_PKA_STRONGEST_BASIC>
9.342140596747571

> <JCHEM_POLAR_SURFACE_AREA>
126.64000000000001

> <JCHEM_REFRACTIVITY>
54.87179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-cystine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       4.681   0.331   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.347  -0.439   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.681   1.871   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       3.347  -1.979   0.000  0.00  0.00           N+0
HETATM    5  S   UNK     0       0.680  -0.439   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       2.014   0.331   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.015  -0.439   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.655  -0.439   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.321   0.331   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.655  -1.979   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -3.321   1.871   0.000  0.00  0.00           N+0
HETATM   12  S   UNK     0      -0.654   0.331   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -1.988  -0.439   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.989   0.331   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4    6                                                  
CONECT    3    1                                                            
CONECT    4    2                                                            
CONECT    5    6   12                                                       
CONECT    6    2    5                                                       
CONECT    7    1                                                            
CONECT    8    9   10   14                                                  
CONECT    9    8   11   13                                                  
CONECT   10    8                                                            
CONECT   11    9                                                            
CONECT   12   13    5                                                       
CONECT   13    9   12                                                       
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R,R)-3,3'-Dithiobis(2-aminopropanoic acid)	ChEBI
(R-(R,r))-3,3'-dithiobis(2-aminopropanoic acid)	ChEBI
3,3'-Dithiobis-L-alanine	ChEBI
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulfide	ChEBI
beta,Beta'-dithiodialanine	ChEBI
Bis(beta-amino-beta-carboxyethyl) disulfide	ChEBI
e921	ChEBI
L-alpha-Diamino-beta-dithiolactic acid	ChEBI
L-Dicysteine	ChEBI
Oxidized L-cysteine	ChEBI
(R,R)-3,3'-Dithiobis(2-aminopropanoate)	Generator
(R-(R,r))-3,3'-dithiobis(2-aminopropanoate)	Generator
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulfide	Generator
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulphide	Generator
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulphide	Generator
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulfide	Generator
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulphide	Generator
b,Beta'-dithiodialanine	Generator
Β,beta'-dithiodialanine	Generator
Bis(b-amino-b-carboxyethyl) disulfide	Generator
Bis(b-amino-b-carboxyethyl) disulphide	Generator
Bis(beta-amino-beta-carboxyethyl) disulphide	Generator
Bis(β-amino-β-carboxyethyl) disulfide	Generator
Bis(β-amino-β-carboxyethyl) disulphide	Generator
L-a-Diamino-b-dithiolactate	Generator
L-a-Diamino-b-dithiolactic acid	Generator
L-alpha-Diamino-beta-dithiolactate	Generator
L-Α-diamino-β-dithiolactate	Generator
L-Α-diamino-β-dithiolactic acid	Generator
(-)-Cystine	HMDB
(R-(R,r))-3,3'-dithiobis	HMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoate	HMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoic acid	HMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoate	HMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoic acid	HMDB
3,3'-Dithiobis	HMDB
3,3'-Dithiobis[2-amino-[R-(r,r)]-propanoate	HMDB
3,3'-Dithiobis[2-amino-[R-(r,r)]-propanoic acid	HMDB
3,3'-Dithiodialanine	HMDB
b,B'-diamino-b,b'-dicarboxydiethyl disulfide	HMDB
b,B'-dithiodialanine	HMDB
beta,Beta'-dithiobisalanine	HMDB
Bis(b-amino-beta-carboxyethyl) disulfide	HMDB
Cysteine disulfide	HMDB
Cystin	HMDB
Cystine	HMDB
Cystine acid	HMDB
D(+)-3,3'-Dithiobis(2-aminopropanoate	HMDB
D(+)-3,3'-Dithiobis(2-aminopropanoic acid	HMDB
Dicysteine	HMDB
Gelucystine	HMDB
L-(-)-Cystine	HMDB
L-Cysteine disulfide	HMDB
L-Cystin	HMDB
[R-(R,r)]-3,3'-dithiobis	HMDB
L Cystine	HMDB
Copper cystinate	HMDB
L-Cystine	KEGG

Chemical Formula

C₆H₁₂N₂O₄S₂

Average Molecular Weight

240.3

Monoisotopic Molecular Weight

240.023848262

IUPAC Name

(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid

Traditional Name

L-cystine

CAS Registry Number

56-89-3

SMILES

N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChI Key

LEVWYRKDKASIDU-IMJSIDKUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-cysteine-S-conjugates

Alternative Parents

Substituents

L-cysteine-s-conjugate
Alpha-amino acid
L-alpha-amino acid
Dicarboxylic acid or derivatives
Organic disulfide
Dialkyldisulfide
Amino acid
Sulfenyl compound
Carboxylic acid
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:16283 )
L-cysteine derivative (CHEBI:16283 )
cystine (CHEBI:16283 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	260.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.19 mg/mL	Not Available
LogP	-5.08	CHMELIK,J ET AL. (1991)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Astarita_neg	140.7	30932474
[M-H]-	McLean	144.528	30932474
[M+H]+	Astarita_pos	144.7	30932474
[M+H]+	McLean	149.756	30932474
[M+H]+	MetCCS_test_pos	149.355	30932474
[M+H]+	Not Available	149.512	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000080

Predicted Molecular Properties

Property	Value	Source
Water Solubility	16.8 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-5.9	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.56	ChemAxon
pKa (Strongest Basic)	9.34	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	7	ChemAxon
Refractivity	54.87 m³·mol⁻¹	ChemAxon
Polarizability	22.77 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
DarkChem	[M+H]+	153.384	31661259
DarkChem	[M-H]-	147.812	31661259
AllCCS	[M+H]+	148.953	32859911
AllCCS	[M-H]-	147.055	32859911
DeepCCS	[M+H]+	142.928	30932474
DeepCCS	[M-H]-	140.532	30932474
DeepCCS	[M-2H]-	174.655	30932474
DeepCCS	[M+Na]+	149.291	30932474
AllCCS	[M+H]+	149.0	32859911
AllCCS	[M+H-H2O]+	145.8	32859911
AllCCS	[M+NH4]+	151.9	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	147.1	32859911
AllCCS	[M+Na-2H]-	148.3	32859911
AllCCS	[M+HCOO]-	149.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Cystine	N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O	3262.3	Standard polar	33892256
L-Cystine	N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O	1920.5	Standard non polar	33892256
L-Cystine	N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O	2497.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Cystine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@H](N)C(=O)O	2243.5	Semi standard non polar	33892256
L-Cystine,1TMS,isomer #2	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O)C(=O)O	2308.6	Semi standard non polar	33892256
L-Cystine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@H](N)C(=O)O[Si](C)(C)C	2230.2	Semi standard non polar	33892256
L-Cystine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2284.3	Semi standard non polar	33892256
L-Cystine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2289.0	Semi standard non polar	33892256
L-Cystine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2328.6	Semi standard non polar	33892256
L-Cystine,2TMS,isomer #5	C[Si](C)(C)N([C@@H](CSSC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C	2430.8	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2300.4	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2294.8	Standard non polar	33892256
L-Cystine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3560.2	Standard polar	33892256
L-Cystine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2346.5	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2296.0	Standard non polar	33892256
L-Cystine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	3394.8	Standard polar	33892256
L-Cystine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2423.5	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2350.9	Standard non polar	33892256
L-Cystine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3805.8	Standard polar	33892256
L-Cystine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2430.2	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2392.2	Standard non polar	33892256
L-Cystine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3632.8	Standard polar	33892256
L-Cystine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2457.1	Semi standard non polar	33892256
L-Cystine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2361.3	Standard non polar	33892256
L-Cystine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3474.1	Standard polar	33892256
L-Cystine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2362.4	Semi standard non polar	33892256
L-Cystine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2355.2	Standard non polar	33892256
L-Cystine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2922.3	Standard polar	33892256
L-Cystine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2441.9	Semi standard non polar	33892256
L-Cystine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2433.3	Standard non polar	33892256
L-Cystine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3377.8	Standard polar	33892256
L-Cystine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2442.2	Semi standard non polar	33892256
L-Cystine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2440.2	Standard non polar	33892256
L-Cystine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3031.9	Standard polar	33892256
L-Cystine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2456.5	Semi standard non polar	33892256
L-Cystine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2417.6	Standard non polar	33892256
L-Cystine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3084.2	Standard polar	33892256
L-Cystine,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2604.2	Semi standard non polar	33892256
L-Cystine,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2521.0	Standard non polar	33892256
L-Cystine,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3149.7	Standard polar	33892256
L-Cystine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2453.4	Semi standard non polar	33892256
L-Cystine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2470.1	Standard non polar	33892256
L-Cystine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2708.5	Standard polar	33892256
L-Cystine,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2604.3	Semi standard non polar	33892256
L-Cystine,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2564.3	Standard non polar	33892256
L-Cystine,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2814.3	Standard polar	33892256
L-Cystine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	2644.2	Semi standard non polar	33892256
L-Cystine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	2584.6	Standard non polar	33892256
L-Cystine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	2586.1	Standard polar	33892256
L-Cystine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@H](N)C(=O)O	2504.3	Semi standard non polar	33892256
L-Cystine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O)C(=O)O	2577.2	Semi standard non polar	33892256
L-Cystine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2691.9	Semi standard non polar	33892256
L-Cystine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2778.1	Semi standard non polar	33892256
L-Cystine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2770.9	Semi standard non polar	33892256
L-Cystine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2803.3	Semi standard non polar	33892256
L-Cystine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CSSC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2888.1	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2956.1	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2905.0	Standard non polar	33892256
L-Cystine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3543.7	Standard polar	33892256
L-Cystine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3020.5	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2873.7	Standard non polar	33892256
L-Cystine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3399.8	Standard polar	33892256
L-Cystine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3124.9	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2949.3	Standard non polar	33892256
L-Cystine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3690.6	Standard polar	33892256
L-Cystine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3110.5	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2963.3	Standard non polar	33892256
L-Cystine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3572.3	Standard polar	33892256
L-Cystine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3134.4	Semi standard non polar	33892256
L-Cystine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2931.5	Standard non polar	33892256
L-Cystine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3458.0	Standard polar	33892256
L-Cystine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](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	3208.4	Semi standard non polar	33892256
L-Cystine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](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	3047.2	Standard non polar	33892256
L-Cystine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@H](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	3214.5	Standard polar	33892256
L-Cystine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](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	3303.9	Semi standard non polar	33892256
L-Cystine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](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	3149.6	Standard non polar	33892256
L-Cystine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CSSC[C@@H](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	3452.9	Standard polar	33892256
L-Cystine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3358.8	Semi standard non polar	33892256
L-Cystine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3122.6	Standard non polar	33892256
L-Cystine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3266.1	Standard polar	33892256
L-Cystine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3361.9	Semi standard non polar	33892256
L-Cystine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3129.3	Standard non polar	33892256
L-Cystine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3296.0	Standard polar	33892256
L-Cystine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CSSC[C@@H](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	3481.3	Semi standard non polar	33892256
L-Cystine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CSSC[C@@H](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	3194.5	Standard non polar	33892256
L-Cystine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CSSC[C@@H](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	3324.3	Standard polar	33892256
L-Cystine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3542.9	Semi standard non polar	33892256
L-Cystine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3288.0	Standard non polar	33892256
L-Cystine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CSSC[C@@H](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	3149.0	Standard polar	33892256
L-Cystine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	3700.5	Semi standard non polar	33892256
L-Cystine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	3358.2	Standard non polar	33892256
L-Cystine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CSSC[C@@H](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	3179.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-00kb-0950000000-a803bc05843192dd737d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-00kb-0940000000-f82b905ef9e7c9e47552	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-00di-9850000000-49b9a52a8387d6d6f272	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-MS (4 TMS)	splash10-014j-1970000000-9576699202733d4fd7ed	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Non-derivatized)	splash10-00kb-0950000000-a803bc05843192dd737d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Non-derivatized)	splash10-00di-9850000000-49b9a52a8387d6d6f272	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-MS (Non-derivatized)	splash10-014j-1970000000-9576699202733d4fd7ed	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Non-derivatized)	splash10-00kb-0930000000-7cb336c3f272fd0fcd6b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Cystine GC-EI-TOF (Non-derivatized)	splash10-00kb-0920000000-1c414573da4bbe4a66dd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-9400000000-211575093fd775db5d54	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (2 TMS) - 70eV, Positive	splash10-0076-9112000000-ee49e3b674a4f8bb9ecd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Cystine GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000x-9000000000-ae0f516d71e6a49fe52f	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0006-0890000000-51a32ee40240e45646bc	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00di-9700000000-4054924ddfb90f120e67	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00di-9100000000-085d45702e61de0f8e4d	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine LC-ESI-QFT , negative-QTOF	splash10-00di-9710000000-9321541af2ad89bd0478	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 1V, negative-QTOF	splash10-000i-0090000000-041bfa55cb183f42f454	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 1V, negative-QTOF	splash10-000i-0190000000-3611e8b6715129842130	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 2V, negative-QTOF	splash10-000i-0190000000-dbafdd64edad14af9281	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 2V, negative-QTOF	splash10-000i-0290000000-6b80d283287249ba4b87	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 3V, negative-QTOF	splash10-000i-0390000000-c091ce388dfcbd339e3f	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 3V, negative-QTOF	splash10-0079-0690000000-c808ac294a0bc182c5eb	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 4V, negative-QTOF	splash10-0079-0970000000-36297b29c4ef45c658e3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 4V, negative-QTOF	splash10-00dr-0940000000-a8c735a0f9082cfd7c7c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 5V, negative-QTOF	splash10-00di-1920000000-9d55705325536cca5eb2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 5V, negative-QTOF	splash10-00di-1910000000-cd18de2585913152e907	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 6V, negative-QTOF	splash10-00di-1900000000-3118609f8682bee472c6	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 7V, negative-QTOF	splash10-00di-2900000000-213ccc3c067486ff9444	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 8V, negative-QTOF	splash10-00di-3900000000-df68db23afd937a9a75d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 9V, negative-QTOF	splash10-00di-4900000000-b46d26f57a194d2ff648	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Cystine Orbitrap 10V, negative-QTOF	splash10-00di-6900000000-5535cccb24de733cada3	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 10V, Positive-QTOF	splash10-006w-2970000000-b80e0aef184b74ce7a36	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 20V, Positive-QTOF	splash10-00re-4910000000-a09277c5a6bfc432eb79	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 40V, Positive-QTOF	splash10-00xu-9600000000-0518bfcaab380952c123	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 10V, Negative-QTOF	splash10-000i-3590000000-aa667d3c092c5af3ae7f	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 20V, Negative-QTOF	splash10-00xr-5910000000-122bd251359ca80b184c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Cystine 40V, Negative-QTOF	splash10-00dr-9300000000-bbb14e684ff7c06e7916	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Urine

Tissue Locations

All Tissues
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22024767	details
Blood	Detected and Quantified	17-98 uM	Infant (0-1 year old)	Not Specified	Normal	20549362	details
Blood	Detected and Quantified	26-77 uM	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	130.0 +/- 20.0 uM	Newborn (0-30 days old)	Not Specified	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	26-61 uM	Infant (1 - 3 months old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	91.0 +/- 20.0 uM	Children (1-13 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	8-68 uM	Children (3 months - 6 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	96.0 +/- 19.0 uM	Children (1-13 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	15-65 uM	Children (6 - 18 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	118.0 +/- 17.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	109.0 +/- 24.0 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	87.0 +/- 13.0 uM	Children (1-13 years old)	Not Specified	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	62.9 +/- 27.8 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	109.0 +/- 18.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	107.0 +/- 23.0 uM	Adult (>18 years old)	Not Specified	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.1 +/- 0.1 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.29 +/- 0.27 uM	Adult (>18 years old)	Both	Normal	12834252	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-1.5 uM	Children (0 - 10 years old)	Both	Normal	BC Children's Hos...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-1.5 uM	Adolescent (>11 years old)	Both	Normal	BC Children's Hos...	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	<6.33 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	3.618 (1.316-5.921) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Not Available	details
Urine	Detected and Quantified	10.5 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected and Quantified	<11.76 umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	2.92-54.16 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	David F. Putnam C...	details
Urine	Detected and Quantified	12.10 - 43.64 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	6.22 - 26.12 umol/mmol creatinine	Infant (1 - 6 months old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	5.09 - 15.60 umol/mmol creatinine	Infant (6 months - <1 year old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	3.84 - 13.23 umol/mmol creatinine	Children (1 - 2 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.71 - 15.60 umol/mmol creatinine	Children (2 - 4 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.71 - 12.10 umol/mmol creatinine	Children (4 - 13 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	1.70 - 20.92 umol/mmol creatinine	Adolescent (13 - 21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	1.70 - 17.86 umol/mmol creatinine	Adult (>21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	1.13-11.086 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	10.05 +/- 28.34 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	2026685	details
Urine	Detected and Quantified	12.5 (5.0-24.6) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	1.36-57.00 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	0.15 (0.1-0.2) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Urine	Detected and Quantified	3.6 +/- 2.0 umol/mmol creatinine	Children (1-13 years old)	Male	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Urine	Detected and Quantified	9.0 +/- 3.0 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Urine	Detected and Quantified	7.0 +/- 3.0 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	2.61 +/- 1.42 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15992788	details
Urine	Detected and Quantified	10.351 +/- 4.234 umol/mmol creatinine	Not Specified	Not Specified	Normal	5727921	details
Urine	Detected and Quantified	10.351 +/- 4.234 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	5727921	details
Urine	Detected and Quantified	27.821 +/- 17.962 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	5.314-22.612 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	20549362	details
Urine	Detected and Quantified	1.24-15.045 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22024767	details
Urine	Detected and Quantified	2-51 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	30830347	details
Urine	Detected and Quantified	<14.71 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	89.32 +/- 56.53 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	19468821	details
Urine	Detected and Quantified	128.89 +/- 56.53 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	19468821	details
Urine	Detected and Quantified	152.63 +/- 76.88 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	19468821	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25105552	details
Blood	Detected and Quantified	28.6 (24.2-33.0) uM	Children (1-13 years old)	Both	Juvenile myoclonic epilepsy (JME)	14992292	details
Blood	Detected and Quantified	30.1 (24.5-35.7) uM	Adult (>18 years old)	Both	Acute seizures	14992292	details
Blood	Detected and Quantified	37.2 (34.6-39.8) uM	Adult (>18 years old)	Both	Refractory localization-related epilepsy (RLE)	14992292	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22024767	details
Blood	Detected and Quantified	209.0 +/- 46.0 uM	Elderly (>65 years old)	Both	Alzheimer's Disease	17031479	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.31 +/- 0.06 uM	Adult (>18 years old)	Both	Parkinson's Disease	12834252	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	7.8 +/- 2.5 umol/mmol creatinine	Adult (>18 years old)	Both	Alzheimer's disease	17031479	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected and Quantified	136.5-79.36 umol/mmol creatinine	Children (1-13 years old)	Male	Cystinuria	8587621	details
Urine	Detected and Quantified	90.800-558.500 umol/mmol creatinine	Adult (>18 years old)	Both	Cystinuria	14586528	details
Urine	Detected and Quantified	140.0813-306.845 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Cystinuria Type I/III	9648063	details
Urine	Detected and Quantified	100.0581-246.245 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Cystinuria Type I/III	9648063	details
Urine	Detected and Quantified	111.929-196.724 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Cystinuria Type II	9648063	details
Urine	Detected and Quantified	11.306-67.836 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Cystinuria Type III	9648063	details
Urine	Detected and Quantified	65.0 (30.0-100.0) umol/mmol creatinine	Adult (>18 years old)	Both	Cystinuria	MetaGene: Metabol...	details
Urine	Detected and Quantified	575.0 (150.0 -1000.0) umol/mmol creatinine	Children (1-13 years old)	Both	Cystinuria	MetaGene: Metabol...	details
Urine	Detected and Quantified	> 117 umol/mmol creatinine	Adult (>18 years old)	Both	Cystinuria	8890399	details
Urine	Detected and Quantified	908-5585 umol/mmol creatinine	Adult (>18 years old)	Both	Hyperlysinuria	14586528	details
Urine	Detected and Quantified	4.423-24.136 umol/mmol creatinine	Children (1-13 years old)	Female	Dibasic Amino Aciduria I	5727921	details
Urine	Detected and Quantified	6.681-21.125 umol/mmol creatinine	Adult (>18 years old)	Both	Dibasic Amino Aciduria I	5727921	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Molybdenum cofactor deficiency	8051926	details
Urine	Detected and Quantified	7 umol/mmol creatinine	Newborn (0-30 days old)	Not Specified	Molybdenum cofactor deficiency	8051926	details
Urine	Detected and Quantified	135.900-156.400 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Fumaric aciduria	20549362	details
Urine	Detected and Quantified	17.486 +/- 14.104 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	463.1 umol/mmol creatinine	Adult (>18 years old)	Both	Cystinuria	14586528	details
Urine	Detected and Quantified	5.975-24.136 umol/mmol creatinine	Children (1 - 13 years old)	Female	Hyperdibasic aminoaciduria I	5727921	details
Urine	Detected and Quantified	6.681-2.305 umol/mmol creatinine	Adult (>18 years old)	Both	Hyperdibasic aminoaciduria I	5727921	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22024767	details
Urine	Detected and Quantified	72.03 +/- 12.0 umol/mmol creatinine	Adult (>18 years old)	Both	Alzheimer's disease	17031479	details

Associated Disorders and Diseases

Disease References

Juvenile myoclonic epilepsy
Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
Acute seizures
Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
Refractory localization-related epilepsy
Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
Alzheimer's disease
Fonteh AN, Harrington RJ, Tsai A, Liao P, Harrington MG: Free amino acid and dipeptide changes in the body fluids from Alzheimer's disease subjects. Amino Acids. 2007 Feb;32(2):213-24. Epub 2006 Oct 10. [PubMed:17031479 ]
Colorectal cancer
Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14. [PubMed:25105552 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Schizophrenia
Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
Parkinson's disease
Engelborghs S, Marescau B, De Deyn PP: Amino acids and biogenic amines in cerebrospinal fluid of patients with Parkinson's disease. Neurochem Res. 2003 Aug;28(8):1145-50. [PubMed:12834252 ]
Cystinuria
Sakhaee K: Pathogenesis and medical management of cystinuria. Semin Nephrol. 1996 Sep;16(5):435-47. [PubMed:8890399 ] Fjellstedt E, Harnevik L, Jeppsson JO, Tiselius HG, Soderkvist P, Denneberg T: Urinary excretion of total cystine and the dibasic amino acids arginine, lysine and ornithine in relation to genetic findings in patients with cystinuria treated with sulfhydryl compounds. Urol Res. 2003 Dec;31(6):417-25. Epub 2003 Oct 25. [PubMed:14586528 ] Rodriguez LM, Santos F, Malaga S, Martinez V: Effect of a low sodium diet on urinary elimination of cystine in cystinuric children. Nephron. 1995;71(4):416-8. [PubMed:8587621 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Molybdenum cofactor deficiency
van Gennip AH, Abeling NG, Stroomer AE, Overmars H, Bakker HD: The detection of molybdenum cofactor deficiency: clinical symptomatology and urinary metabolite profile. J Inherit Metab Dis. 1994;17(1):142-5. [PubMed:8051926 ]
Fumarase deficiency
Allegri G, Fernandes MJ, Scalco FB, Correia P, Simoni RE, Llerena JC Jr, de Oliveira ML: Fumaric aciduria: an overview and the first Brazilian case report. J Inherit Metab Dis. 2010 Aug;33(4):411-9. doi: 10.1007/s10545-010-9134-2. Epub 2010 Jun 15. [PubMed:20549362 ]
Hyperdibasic aminoaciduria I
Whelan DT, Scriver CR: Hyperdibasicaminoaciduria: an inherited disorder of amino acid transport. Pediatr Res. 1968 Nov;2(6):525-34. [PubMed:5727921 ]
Hyperlysinuria
Fjellstedt E, Harnevik L, Jeppsson JO, Tiselius HG, Soderkvist P, Denneberg T: Urinary excretion of total cystine and the dibasic amino acids arginine, lysine and ornithine in relation to genetic findings in patients with cystinuria treated with sulfhydryl compounds. Urol Res. 2003 Dec;31(6):417-25. Epub 2003 Oct 25. [PubMed:14586528 ]

Associated OMIM IDs

606904 (Juvenile myoclonic epilepsy)
104300 (Alzheimer's disease)
114500 (Colorectal cancer)
181500 (Schizophrenia)
168600 (Parkinson's disease)
220100 (Cystinuria)
610247 (Eosinophilic esophagitis)
606812 (Fumarase deficiency)
222690 (Hyperdibasic aminoaciduria I)
247950 (Hyperlysinuria)

External Links

DrugBank ID

DB00138

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16283

Food Biomarker Ontology

Not Available

VMH ID

LCYSTIN

MarkerDB ID

MDB00000092

Good Scents ID

Not Available

References

Synthesis Reference

Grossi, Loris; Montevecchi, Pier Carlo. S-Nitrosocysteine and Cystine from Reaction of Cysteine with Nitrous Acid. A Kinetic Investigation. Journal of Organic Chemistry (2002), 67(24), 8625-8630.

Material Safety Data Sheet (MSDS)

Not Available

General References

Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
Engelborghs S, Marescau B, De Deyn PP: Amino acids and biogenic amines in cerebrospinal fluid of patients with Parkinson's disease. Neurochem Res. 2003 Aug;28(8):1145-50. [PubMed:12834252 ]
Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
Rumpold H, Mascher K, Untergasser G, Plas E, Hermann M, Berger P: Trans-differentiation of prostatic stromal cells leads to decreased glycoprotein hormone alpha production. J Clin Endocrinol Metab. 2002 Nov;87(11):5297-303. [PubMed:12414905 ]
Alexander S, Ison C: Evaluation of commercial kits for the identification of Neisseria gonorrhoeae. J Med Microbiol. 2005 Sep;54(Pt 9):827-31. [PubMed:16091433 ]
Terada T, Maeda H, Okamoto K, Nishinaka T, Mizoguchi T, Nishihara T: Modulation of glutathione S-transferase activity by a thiol/disulfide exchange reaction and involvement of thioltransferase. Arch Biochem Biophys. 1993 Jan;300(1):495-500. [PubMed:8424686 ]
Sonies BC, Almajid P, Kleta R, Bernardini I, Gahl WA: Swallowing dysfunction in 101 patients with nephropathic cystinosis: benefit of long-term cysteamine therapy. Medicine (Baltimore). 2005 May;84(3):137-46. [PubMed:15879904 ]
Mogil'naia GM, Shubich MG: [Comparison of the histochemical bases of epidermis differentiation in vertebrates]. Arkh Anat Gistol Embriol. 1976 Mar;70(3):46-52. [PubMed:1275714 ]
Peters T, Thaete C, Wolf S, Popp A, Sedlmeier R, Grosse J, Nehls MC, Russ A, Schlueter V: A mouse model for cystinuria type I. Hum Mol Genet. 2003 Sep 1;12(17):2109-20. [PubMed:12923163 ]
Park M, Helip-Wooley A, Thoene J: Lysosomal cystine storage augments apoptosis in cultured human fibroblasts and renal tubular epithelial cells. J Am Soc Nephrol. 2002 Dec;13(12):2878-87. [PubMed:12444206 ]
Rossi S, Herrine SK, Navarro VJ: Cystinosis as a cause of noncirrhotic portal hypertension. Dig Dis Sci. 2005 Jul;50(7):1372-5. [PubMed:16047489 ]
Sakhaee K: Pathogenesis and medical management of cystinuria. Semin Nephrol. 1996 Sep;16(5):435-47. [PubMed:8890399 ]
Orakzai N, Hanbury DC, Farrington K: Screening for biochemical abnormalities in urolithiasis patients. J Ayub Med Coll Abbottabad. 2004 Apr-Jun;16(2):60-3. [PubMed:15455621 ]
Mitchell BF, Chibbar R: Synthesis and metabolism of oxytocin in late gestation in human decidua. Adv Exp Med Biol. 1995;395:365-80. [PubMed:8713992 ]
Behr T, Becker W, Hannappel E, Goldenberg DM, Wolf F: Targeting of liver metastases of colorectal cancer with IgG, F(ab')2, and Fab' anti-carcinoembryonic antigen antibodies labeled with 99mTc: the role of metabolism and kinetics. Cancer Res. 1995 Dec 1;55(23 Suppl):5777s-5785s. [PubMed:7493346 ]
Coe FL, Evan A, Worcester E: Kidney stone disease. J Clin Invest. 2005 Oct;115(10):2598-608. [PubMed:16200192 ]
Kubilus J, MacDonald MJ, Baden HP: Epidermal proteins of cultured human and bovine keratinocytes. Biochim Biophys Acta. 1979 Jun 19;578(2):484-92. [PubMed:486533 ]
Tezuka T, Takahashi M: The cystine-rich envelope protein from human epidermal stratum corneum cells. J Invest Dermatol. 1987 Jan;88(1):47-51. [PubMed:3794387 ]
Worcester EM, Coe FL, Evan AP, Parks JH: Reduced renal function and benefits of treatment in cystinuria vs other forms of nephrolithiasis. BJU Int. 2006 Jun;97(6):1285-90. [PubMed:16686727 ]
Allen JW, Shanker G, Tan KH, Aschner M: The consequences of methylmercury exposure on interactive functions between astrocytes and neurons. Neurotoxicology. 2002 Dec;23(6):755-9. [PubMed:12520765 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. Cystathionine gamma-lyase

General function:: Involved in pyridoxal phosphate binding
Specific function:: Catalyzes the last step in the trans-sulfuration pathway from methionine to cysteine. Has broad substrate specificity. Converts cystathionine to cysteine, ammonia and 2-oxobutanoate. Converts two cysteine molecules to lanthionine and hydrogen sulfide. Can also accept homocysteine as substrate. Specificity depends on the levels of the endogenous substrates. Generates the endogenous signaling molecule hydrogen sulfide (H2S), and so contributes to the regulation of blood pressure. Acts as a cysteine-protein sulfhydrase by mediating sulfhydration of target proteins: sulfhydration consists of converting -SH groups into -SSH on specific cysteine residues of target proteins such as GAPDH, PTPN1 and NF-kappa-B subunit RELA, thereby regulating their function.
Gene Name:: CTH
Uniprot ID:: P32929
Molecular weight:: 41259.91

Reactions

L-Cystine + Water → Pyruvic acid + Ammonia + Thiocysteine	details

Enzyme Details

2. Neutral and basic amino acid transport protein rBAT

General function:: Involved in catalytic activity
Specific function:: Involved in the high-affinity, sodium-independent transport of cystine and neutral and dibasic amino acids (system B(0,+)-like activity). May function as an activator of SLC7A9 and be involved in the high-affinity reabsorption of cystine in the kidney tubule
Gene Name:: SLC3A1
Uniprot ID:: Q07837
Molecular weight:: 78851.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

3. B(0,+)-type amino acid transporter 1

General function:: Involved in transport
Specific function:: Involved in the high-affinity, sodium-independent transport of cystine and neutral and dibasic amino acids (system b(0,+)-like activity). Thought to be responsible for the high- affinity reabsorption of cystine in the kidney tubule
Gene Name:: SLC7A9
Uniprot ID:: P82251
Molecular weight:: 53480.8

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

4. Cystine/glutamate transporter

General function:: Involved in transport
Specific function:: Sodium-independent, high-affinity exchange of anionic amino acids with high specificity for anionic form of cystine and glutamate.
Gene Name:: SLC7A11
Uniprot ID:: Q9UPY5
Molecular weight:: 55422.44

References

Tomi M, Hosoya K, Takanaga H, Ohtsuki S, Terasaki T: Induction of xCT gene expression and L-cystine transport activity by diethyl maleate at the inner blood-retinal barrier. Invest Ophthalmol Vis Sci. 2002 Mar;43(3):774-9. [PubMed:11867597 ]
Hosoya K, Tomi M, Ohtsuki S, Takanaga H, Saeki S, Kanai Y, Endou H, Naito M, Tsuruo T, Terasaki T: Enhancement of L-cystine transport activity and its relation to xCT gene induction at the blood-brain barrier by diethyl maleate treatment. J Pharmacol Exp Ther. 2002 Jul;302(1):225-31. [PubMed:12065721 ]
Ruiz E, Siow RC, Bartlett SR, Jenner AM, Sato H, Bannai S, Mann GE: Vitamin C inhibits diethylmaleate-induced L-cystine transport in human vascular smooth muscle cells. Free Radic Biol Med. 2003 Jan 1;34(1):103-10. [PubMed:12498985 ]
Bridges CC, Zalups RK: Cystine and glutamate transport in renal epithelial cells transfected with human system x(-) (c). Kidney Int. 2005 Aug;68(2):653-64. [PubMed:16014042 ]
Tomi M, Funaki T, Abukawa H, Katayama K, Kondo T, Ohtsuki S, Ueda M, Obinata M, Terasaki T, Hosoya K: Expression and regulation of L-cystine transporter, system xc-, in the newly developed rat retinal Muller cell line (TR-MUL). Glia. 2003 Sep;43(3):208-17. [PubMed:12898700 ]

Enzyme Details

5. Neutral amino acid transporter A

General function:: Involved in sodium:dicarboxylate symporter activity
Specific function:: Transporter for alanine, serine, cysteine, and threonine. Exhibits sodium dependence
Gene Name:: SLC1A4
Uniprot ID:: P43007
Molecular weight:: 55722.5

Enzyme Details

6. Cystinosin

General function:: Involved in L-cystine transmembrane transporter activity
Specific function:: Thought to transport cystine out of lysosomes
Gene Name:: CTNS
Uniprot ID:: O60931
Molecular weight:: 41737.6

References

Kalatzis V, Cherqui S, Antignac C, Gasnier B: Cystinosin, the protein defective in cystinosis, is a H(+)-driven lysosomal cystine transporter. EMBO J. 2001 Nov 1;20(21):5940-9. [PubMed:11689434 ]

Transporters

Enzyme Details

1. Monocarboxylate transporter 10

General function:: Involved in transmembrane transport
Specific function:: Sodium-independent transporter that mediates the update of aromatic acid. Can function as a net efflux pathway for aromatic amino acids in the basosolateral epithelial cells
Gene Name:: SLC16A10
Uniprot ID:: Q8TF71
Molecular weight:: 55492.1

References

Kim DK, Kanai Y, Chairoungdua A, Matsuo H, Cha SH, Endou H: Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters. J Biol Chem. 2001 May 18;276(20):17221-8. Epub 2001 Feb 20. [PubMed:11278508 ]

Showing metabocard for L-Cystine (HMDB0000192)

MOL for HMDB0000192 (L-Cystine)

3D MOL for HMDB0000192 (L-Cystine)

3D SDF for HMDB0000192 (L-Cystine)

3D-SDF for HMDB0000192 (L-Cystine)

PDB for HMDB0000192 (L-Cystine)

3D PDB for HMDB0000192 (L-Cystine)

SMILES for HMDB0000192 (L-Cystine)

INCHI for HMDB0000192 (L-Cystine)

Structure for HMDB0000192 (L-Cystine)

3D Structure for HMDB0000192 (L-Cystine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

References

References

References

References

Transporters

References