Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:08 UTC

Update Date

2023-02-21 17:16:28 UTC

HMDB ID

HMDB0002757

Secondary Accession Numbers

HMDB02757

Metabolite Identification

Common Name

Cysteic acid

Description

Cysteic acid, also known as cysteate or 3-sulfoalanine, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). An amino sulfonic acid that is the sulfonic acid analogue of cysteine. Cysteic acid is a very strong basic compound (based on its pKa). Cysteic acid exists in all living species, ranging from bacteria to humans. Within humans, cysteic acid participates in a number of enzymatic reactions. In particular, cysteic acid can be converted into taurine through its interaction with the enzyme cysteine sulfinic acid decarboxylase. In addition, cysteic acid can be converted into taurine through its interaction with the enzyme glutamate decarboxylase 1. In humans, cysteic acid is involved in taurine and hypotaurine metabolism.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Sulfoalanine	ChEBI
beta-Sulfoalanine	ChEBI
Cysteine sulfonic acid	ChEBI
3-Sulphoalanine	Generator
b-Sulfoalanine	Generator
b-Sulphoalanine	Generator
beta-Sulphoalanine	Generator
Β-sulfoalanine	Generator
Β-sulphoalanine	Generator
Cysteine sulfonate	Generator
Cysteine sulphonate	Generator
Cysteine sulphonic acid	Generator
Cysteate	Generator
2-Amino-3-sulfopropanoate	HMDB
2-Amino-3-sulfopropanoic acid	HMDB
2-Amino-3-sulfopropionate	HMDB
2-Amino-3-sulfopropionic acid	HMDB
Cepteate	HMDB
Cepteic acid	HMDB
Cipteate	HMDB
Cipteic acid	HMDB
Cysteinate	HMDB
Cysteinesulfonate	HMDB
Cysteinesulfonic acid	HMDB
Cysteinic acid	HMDB
Cysterate	HMDB
Cysteric acid	HMDB
L-Cysteate	HMDB
L-Cysteic acid	HMDB
3 Sulfoalanine	HMDB
Acid, cysteic	HMDB
beta Sulfoalanine	HMDB

Chemical Formula

C₃H₇NO₅S

Average Molecular Weight

169.156

Monoisotopic Molecular Weight

169.004493029

IUPAC Name

2-amino-3-sulfopropanoic acid

Traditional Name

cysteic acid

CAS Registry Number

498-40-8

SMILES

NC(CS(O)(=O)=O)C(O)=O

InChI Identifier

InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)

InChI Key

XVOYSCVBGLVSOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

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

Alternative Parents

Substituents

Alpha-amino acid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Alkanesulfonic acid
Sulfonyl
Organosulfonic acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:21260 )
amino sulfonic acid (CHEBI:21260 )
alanine derivative (CHEBI:21260 )
carboxyalkanesulfonic acid (CHEBI:21260 )
cysteine derivative (CHEBI:21260 )

Ontology

Not Available

Physical Properties

State

Solid

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	120.55	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000053

Predicted Molecular Properties

Property	Value	Source
Water Solubility	73.6 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-3	ChemAxon
logS	-0.36	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	8.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	30.44 m³·mol⁻¹	ChemAxon
Polarizability	13.56 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]+	135.122	31661259
DarkChem	[M-H]-	127.2	31661259
DeepCCS	[M+H]+	128.804	30932474
DeepCCS	[M-H]-	125.156	30932474
DeepCCS	[M-2H]-	162.561	30932474
DeepCCS	[M+Na]+	137.603	30932474
AllCCS	[M+H]+	137.1	32859911
AllCCS	[M+H-H2O]+	133.2	32859911
AllCCS	[M+NH4]+	140.7	32859911
AllCCS	[M+Na]+	141.8	32859911
AllCCS	[M-H]-	126.5	32859911
AllCCS	[M+Na-2H]-	128.8	32859911
AllCCS	[M+HCOO]-	131.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cysteic acid	NC(CS(O)(=O)=O)C(O)=O	2306.1	Standard polar	33892256
Cysteic acid	NC(CS(O)(=O)=O)C(O)=O	1037.5	Standard non polar	33892256
Cysteic acid	NC(CS(O)(=O)=O)C(O)=O	1905.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cysteic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O	1672.9	Semi standard non polar	33892256
Cysteic acid,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)CC(N)C(=O)O	1717.7	Semi standard non polar	33892256
Cysteic acid,1TMS,isomer #3	C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O	1665.4	Semi standard non polar	33892256
Cysteic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C	1724.6	Semi standard non polar	33892256
Cysteic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C	1696.1	Standard non polar	33892256
Cysteic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C	2822.4	Standard polar	33892256
Cysteic acid,2TMS,isomer #2	C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C	1747.0	Semi standard non polar	33892256
Cysteic acid,2TMS,isomer #2	C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C	1745.4	Standard non polar	33892256
Cysteic acid,2TMS,isomer #2	C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C	2721.2	Standard polar	33892256
Cysteic acid,2TMS,isomer #3	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O	1798.4	Semi standard non polar	33892256
Cysteic acid,2TMS,isomer #3	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O	1741.5	Standard non polar	33892256
Cysteic acid,2TMS,isomer #3	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O	2558.1	Standard polar	33892256
Cysteic acid,2TMS,isomer #4	C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C	1847.8	Semi standard non polar	33892256
Cysteic acid,2TMS,isomer #4	C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C	1892.4	Standard non polar	33892256
Cysteic acid,2TMS,isomer #4	C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C	2799.7	Standard polar	33892256
Cysteic acid,3TMS,isomer #1	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1814.8	Semi standard non polar	33892256
Cysteic acid,3TMS,isomer #1	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1908.8	Standard non polar	33892256
Cysteic acid,3TMS,isomer #1	C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2241.3	Standard polar	33892256
Cysteic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1891.7	Semi standard non polar	33892256
Cysteic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2023.8	Standard non polar	33892256
Cysteic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2399.4	Standard polar	33892256
Cysteic acid,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1955.1	Semi standard non polar	33892256
Cysteic acid,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2011.8	Standard non polar	33892256
Cysteic acid,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2342.9	Standard polar	33892256
Cysteic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1980.5	Semi standard non polar	33892256
Cysteic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2159.8	Standard non polar	33892256
Cysteic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2159.6	Standard polar	33892256
Cysteic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O	1937.9	Semi standard non polar	33892256
Cysteic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(N)C(=O)O	1952.3	Semi standard non polar	33892256
Cysteic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O	1936.1	Semi standard non polar	33892256
Cysteic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	2201.6	Semi standard non polar	33892256
Cysteic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	2272.5	Standard non polar	33892256
Cysteic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	2891.6	Standard polar	33892256
Cysteic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2227.9	Semi standard non polar	33892256
Cysteic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2282.5	Standard non polar	33892256
Cysteic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2764.4	Standard polar	33892256
Cysteic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2284.5	Semi standard non polar	33892256
Cysteic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2313.3	Standard non polar	33892256
Cysteic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2628.3	Standard polar	33892256
Cysteic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2299.2	Semi standard non polar	33892256
Cysteic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2387.6	Standard non polar	33892256
Cysteic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2767.5	Standard polar	33892256
Cysteic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2445.0	Semi standard non polar	33892256
Cysteic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2741.6	Standard non polar	33892256
Cysteic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2515.6	Standard polar	33892256
Cysteic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2534.3	Semi standard non polar	33892256
Cysteic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2757.2	Standard non polar	33892256
Cysteic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2592.4	Standard polar	33892256
Cysteic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2562.1	Semi standard non polar	33892256
Cysteic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2835.8	Standard non polar	33892256
Cysteic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2548.9	Standard polar	33892256
Cysteic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2780.5	Semi standard non polar	33892256
Cysteic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3235.1	Standard non polar	33892256
Cysteic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2487.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cysteic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-4987d9a40ecc2c214dc3	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cysteic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0079-9200000000-63aac0a32cfc85b50ddd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cysteic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cysteic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid LC-ESI-QTOF , negative-QTOF	splash10-014i-0900000000-e495810d64e3e38da2bd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid LC-ESI-QTOF , negative-QTOF	splash10-0uxr-0900000000-02df293f7975b82ac3b7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid LC-ESI-QTOF , positive-QTOF	splash10-00di-0900000000-47bca80f8407522228fc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 40V, Negative-QTOF	splash10-001i-9100000000-45eccf44b0be54ef5703	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Negative-QTOF	splash10-00lr-9800000000-32b77b0eb11d32fe32bd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Positive-QTOF	splash10-00di-0900000000-47bca80f8407522228fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Negative-QTOF	splash10-014i-0900000000-6103b341ba1eeaf705ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 20V, Negative-QTOF	splash10-001i-9000000000-b3cbcae68d66f83d26cc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Negative-QTOF	splash10-0159-9800000000-c9f345d26f9e3b45c607	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 40V, Negative-QTOF	splash10-001i-9000000000-e31af2162892af224283	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 20V, Negative-QTOF	splash10-001i-9000000000-d763c2e7d917148c530c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 40V, Positive-QTOF	splash10-0006-9100000000-0158ea55e5c9dfde9dc7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 35V, Negative-QTOF	splash10-0089-9000000000-510d6054b2f3b09e2920	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 40V, Positive-QTOF	splash10-0006-9000000000-cfa2835cc0b2b29ec110	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Positive-QTOF	splash10-00di-0900000000-aa53bbb90f5cdd3a6d83	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 20V, Positive-QTOF	splash10-0abc-3900000000-0626b1961d0517861451	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 10V, Positive-QTOF	splash10-00di-0900000000-29ef424c41f3119ec633	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 40V, Positive-QTOF	splash10-0006-9000000000-cc1dd155bb25f8c9a20f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cysteic acid 20V, Positive-QTOF	splash10-05fr-2900000000-8fc583c963f43919bf50	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 10V, Positive-QTOF	splash10-0fk9-1900000000-00b8a4b9bbedfa9bf252	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 20V, Positive-QTOF	splash10-00dl-9800000000-18c40d4b99159222b563	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 40V, Positive-QTOF	splash10-0006-9100000000-7a313e5ca76d5a55eb56	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 10V, Negative-QTOF	splash10-0159-5900000000-967c249c15d798909745	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 20V, Negative-QTOF	splash10-001i-9200000000-c02c1daafa3bc2cec519	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cysteic acid 40V, Negative-QTOF	splash10-001i-9000000000-80973e7856292311a36d	2015-09-15	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Taurine and Hypotaurine Metabolism

Normal Concentrations

Not Available

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

FDB023061

KNApSAcK ID

Not Available

Chemspider ID

23942

KEGG Compound ID

C00506

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

21260

Food Biomarker Ontology

Not Available

VMH ID

LCYST

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Zhao, Chong-tao; Wang, Qing-ping; Lin, Wan-zhen; Chen, Ping. Synthesis of L-cysteic acid by indirect electrooxidation. Jingxi Huagong (2003), 20(4), 237-238, 253.

Material Safety Data Sheet (MSDS)

Not Available

General References

Jasin HE: Oxidative modification of inflammatory synovial fluid immunoglobulin G. Inflammation. 1993 Apr;17(2):167-81. [PubMed:8387962 ]
Sarwar G, Botting HG, Peace RW: Complete amino acid analysis in hydrolysates of foods and feces by liquid chromatography of precolumn phenylisothiocyanate derivatives. J Assoc Off Anal Chem. 1988 Nov-Dec;71(6):1172-5. [PubMed:3240976 ]
Paroni R, De Vecchi E, Fermo I, Arcelloni C, Diomede L, Magni F, Bonini PA: Total urinary hydroxyproline determined with rapid and simple high-performance liquid chromatography. Clin Chem. 1992 Mar;38(3):407-11. [PubMed:1547560 ]

Enzymes

Enzyme Details

1. Aspartate aminotransferase, cytoplasmic

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Plays a key role in amino acid metabolism (By similarity).
Gene Name:: GOT1
Uniprot ID:: P17174
Molecular weight:: 46247.14

Reactions

Cysteic acid + Oxoglutaric acid → 3-Sulfopyruvic acid + Glutamic acid	details

Enzyme Details

2. Aspartate aminotransferase, mitochondrial

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:: GOT2
Uniprot ID:: P00505
Molecular weight:: 47517.285

Reactions

Cysteic acid + Oxoglutaric acid → 3-Sulfopyruvic acid + Glutamic acid	details

Enzyme Details

3. Glutamate decarboxylase 2

General function:: Involved in carboxy-lyase activity
Specific function:: Catalyzes the production of GABA.
Gene Name:: GAD2
Uniprot ID:: Q05329
Molecular weight:: 65410.77

Reactions

Cysteic acid → Taurine + Carbon dioxide	details

Enzyme Details

4. Glutamate decarboxylase 1

General function:: Involved in carboxy-lyase activity
Specific function:: Catalyzes the production of GABA.
Gene Name:: GAD1
Uniprot ID:: Q99259
Molecular weight:: 66896.065

Reactions

Cysteic acid → Taurine + Carbon dioxide	details

Enzyme Details

5. Cysteine sulfinic acid decarboxylase

General function:: Involved in carboxy-lyase activity
Specific function:: Not Available
Gene Name:: CSAD
Uniprot ID:: Q9Y600
Molecular weight:: 55022.79

Reactions

Cysteic acid → Taurine + Carbon dioxide	details

Showing metabocard for Cysteic acid (HMDB0002757)

MOL for HMDB0002757 (Cysteic acid)

3D MOL for HMDB0002757 (Cysteic acid)

3D SDF for HMDB0002757 (Cysteic acid)

3D-SDF for HMDB0002757 (Cysteic acid)

PDB for HMDB0002757 (Cysteic acid)

3D PDB for HMDB0002757 (Cysteic acid)

SMILES for HMDB0002757 (Cysteic acid)

INCHI for HMDB0002757 (Cysteic acid)

Structure for HMDB0002757 (Cysteic acid)

3D Structure for HMDB0002757 (Cysteic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions