Bovine Metabolome Database: Showing metabocard for Cysteamine (BMDB0002991)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:02:23 UTC

Update Date

2020-05-21 16:28:36 UTC

BMDB ID

BMDB0002991

Secondary Accession Numbers

BMDB02991

Metabolite Identification

Common Name

Cysteamine

Description

Cysteaminee, also known as cysteaminee or cysteaminee, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. Cysteaminee exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Cysteaminee exists in all living organisms, ranging from bacteria to humans. Cysteaminee participates in a number of enzymatic reactions, within cattle. In particular, Pantothenic acid and cysteaminee can be biosynthesized from pantetheine; which is catalyzed by the enzyme pantetheinase. In addition, Cysteaminee can be converted into hypotaurine through its interaction with the enzyme Cysteaminee dioxygenase. In cattle, cysteaminee is involved in a couple of metabolic pathways, which include pantothenate and CoA biosynthesis pathway and the taurine and hypotaurine metabolism pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-1-ethanethiol	ChEBI
2-AMINO-ethanethiol	ChEBI
2-Aminoethanethiol	ChEBI
beta-Aminoethanethiol	ChEBI
beta-Aminoethylthiol	ChEBI
beta-MEA	ChEBI
beta-Mercaptoethylamine	ChEBI
MEA	ChEBI
Mercaptamina	ChEBI
Mercaptamine	ChEBI
Mercaptaminum	ChEBI
Thioethanolamine	ChEBI
b-Aminoethanethiol	Generator
Β-aminoethanethiol	Generator
b-Aminoethylthiol	Generator
Β-aminoethylthiol	Generator
b-MEA	Generator
Β-mea	Generator
b-Mercaptoethylamine	Generator
Β-mercaptoethylamine	Generator
(2-Mercaptoethyl)amine	HMDB
2-Aminoethyl mercaptan	HMDB
2-Mercaptoethanamine	HMDB
Aminoethyl mercaptan	HMDB
Becaptan	HMDB
CASH	HMDB
Cisteamina	HMDB
Cysteamide	HMDB
Cysteamin	HMDB
Cysteaminium	HMDB
Cysteinamine	HMDB
Decarboxycysteine	HMDB
Ethanethiolamine	HMDB
Lambraten	HMDB
Lambratene	HMDB
Mecramine	HMDB
Mercamin	HMDB
Mercamine	HMDB
Mercaptamin	HMDB
Merkamin	HMDB
Riacon	HMDB
35S-Labeled cysteamine	HMDB
Cystagon	HMDB
Cysteamine hydrobromide	HMDB
Hydrochloride, cysteamine	HMDB
Tosylate, cysteamine	HMDB
Cysteamine dihydrochloride	HMDB
Cysteamine hydrochloride	HMDB
Cysteamine maleate (1:1)	HMDB
Cysteamine tosylate	HMDB
Mercaptoethylamine	HMDB
2 Aminoethanethiol	HMDB
Cysteamine bitartrate	HMDB
Cysteamine tartrate	HMDB
Cysteamine tartrate (1:1)	HMDB
Hydrobromide, cysteamine	HMDB
Tartrate, cysteamine	HMDB
beta Mercaptoethylamine	HMDB
Bitartrate, cysteamine	HMDB
Cysteamine, 35S labeled	HMDB
Cysteamine, 35S-labeled	HMDB
Dihydrochloride, cysteamine	HMDB

Chemical Formula

C₂H₇NS

Average Molecular Weight

77.149

Monoisotopic Molecular Weight

77.029919919

IUPAC Name

2-aminoethane-1-thiol

Traditional Name

cysteamine

CAS Registry Number

60-23-1

SMILES

NCCS

InChI Identifier

InChI=1S/C2H7NS/c3-1-2-4/h4H,1-3H2

InChI Key

UFULAYFCSOUIOV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiols

Sub Class

Alkylthiols

Direct Parent

Alkylthiols

Alternative Parents

Substituents

Alkylthiol
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

thiol (CHEBI:17141 )
amine (CHEBI:17141 )
Biogenic amines (C01678 )
a thiol (CPD-239 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	98 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.01	ALOGPS
logP	-0.42	ChemAxon
logS	-0.52	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	10.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	22.39 m³·mol⁻¹	ChemAxon
Polarizability	8.65 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-1900000000-287334efed4c27d47e62	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-1900000000-e26f666cab18d523e475	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-7900000000-25e27a3413a3e9bd6e86	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-00dr-3900000000-5f3c0dc6b99382c852e2	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-287334efed4c27d47e62	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-e26f666cab18d523e475	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-7900000000-25e27a3413a3e9bd6e86	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00dr-3900000000-5f3c0dc6b99382c852e2	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00dr-3900000000-5f3c0dc6b99382c852e2	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-2900000000-ba8ae281d3d77ff202c1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-003u-9000000000-48a76c3cb5971165dc16	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-9000000000-0fdf5bdcf8a4a1bf9afb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03di-9000000000-f99f2f10c6728595d6ea	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-01t9-9000000000-fa7f96e00debe1bebf70	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0udi-9000000000-f7ecadf4e8c1d670f5a7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-9bcb6f0736d473b67041	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01t9-9000000000-2607b3d0e4b061c850bd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-1455192f11f88cd089c5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-e7f199c21a894c5cf75c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-9000000000-148162e343b3a9f7373b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9000000000-205aabf68c202f080d99	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-b167802490bdc502828d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-9000000000-006d44449441398ce13b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-9000000000-b2c213fcf6e17049140b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-ff9c437be9955d96c16e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-ff9c437be9955d96c16e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-947d309fccf2ffba996f	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Leukocyte
Pancreas
Skeletal Muscle
Spleen

Pathways

Name	SMPDB/Pathwhiz	KEGG
Pantothenate and CoA Biosynthesis		Not Available
Taurine and Hypotaurine Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Leukocyte	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Pancreas	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Skeletal Muscle	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Spleen	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0002991

DrugBank ID

DB00847

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023091

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17141

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Pantetheinase

General function:: Involved in pantetheine hydrolase activity
Specific function:: Amidohydrolase that hydrolyzes specifically one of the carboamide linkages in D-pantetheine thus recycling pantothenic acid (vitamin B5) and releasing cysteamine.
Gene Name:: VNN1
Uniprot ID:: Q58CQ9
Molecular weight:: 56947.0

Reactions

Pantetheine + Water → Pantothenic acid + Cysteamine	details

Enzyme Details

2. 2-aminoethanethiol dioxygenase

General function:: Not Available
Specific function:: Not Available
Gene Name:: ADO
Uniprot ID:: G3MZK0
Molecular weight:: 25878.0

Reactions

Cysteamine + Oxygen → Hypotaurine	details

Showing metabocard for Cysteamine (BMDB0002991)

Structure for BMDB0002991 (Cysteamine)

Enzymes

Reactions

Reactions