Canmetcon
Record Information
Version2.0
Creation Date2012-05-31 10:25:02 -0600
Update Date2015-09-17 15:41:02 -0600
Secondary Accession Numbers
  • ECMDB00257
Identification
Name:Thiosulfate
Description:Thiosulfate occurs naturally in hot springs and geysers, and is produced by certain biochemical processes. Thiosulfate is an intermediate in several biochemical pathways, including the synthesis of L-cysteine. Thiosulfate is manufactured by some cells by oxidation of elemental sulfur and by degradation of L-cysteine.
Structure
Thumb
Synonyms:
  • Hyposulfite
  • Hyposulphite
  • S-Hydril
  • S2O3
  • S2O3-2
  • S2O32-
  • S2O3
  • S2O3-2
  • S2O32-
  • Sodium hyposulfite
  • Sodium hyposulphite
  • Sodium oxide sulfide (Na2S2O3)
  • Sodium oxide sulphide (Na2S2O3)
  • Sodium thiosulfate
  • Sodium thiosulfate (Na2S2O3)
  • Sodium thiosulfate anhydrous
  • Sodium thiosulfuric acid
  • Sodium thiosulfuric acid (na2S2O3)
  • Sodium thiosulfuric acid anhydrous
  • Sodium thiosulphate
  • Sodium thiosulphate (Na2S2O3)
  • Sodium thiosulphate anhydrous
  • Sodium thiosulphuric acid
  • Sodium thiosulphuric acid (na2S2O3)
  • Sodium thiosulphuric acid anhydrous
  • Sulfactol
  • Sulphactol
  • Thiosulfate
  • Thiosulfate (H2S2O3)
  • Thiosulfate ion
  • Thiosulfurate
  • Thiosulfurate (H2S2O3)
  • Thiosulfuric acid
  • Thiosulfuric acid (H2S2O3)
  • Thiosulfuric acid ion
  • Thiosulphate
  • Thiosulphate (H2S2O3)
  • Thiosulphate ion
  • Thiosulphurate
  • Thiosulphurate (H2S2O3)
  • Thiosulphuric acid
  • Thiosulphuric acid (H2S2O3)
  • Thiosulphuric acid ion
Chemical Formula:O3S2
Weight:Average: 112.128
Monoisotopic: 111.928885246
InChI Key:DHCDFWKWKRSZHF-UHFFFAOYSA-L
InChI:InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2
CAS number:14383-50-7
IUPAC Name:dihydroxy-1λ⁶-disulfen-1-one
Traditional IUPAC Name:thiosulfuric acid
SMILES:[O-]S([S-])(=O)=O
Chemical Taxonomy
DescriptionThis compound belongs to the class of inorganic compounds known as non-metal thiosulfates. These are inorganic non-metallic compounds containing a thiosulfate as its largest oxoanion.
KingdomInorganic compounds
Super ClassHomogeneous non-metal compounds
ClassNon-metal oxoanionic compounds
Sub ClassNon-metal thiosulfates
Direct ParentNon-metal thiosulfates
Alternative Parents
Substituents
  • Non-metal thiosulfate
  • Inorganic oxide
  • Inorganic sulfide
Molecular FrameworkNot Available
External Descriptors
Physical Properties
State:Solid
Charge:0
Melting point:48 °C
Experimental Properties:
PropertyValueSource
Water Solubility:861 mg/mL [HMP experimental]PhysProp
Predicted Properties
PropertyValueSource
logP0.048ChemAxon
pKa (Strongest Acidic)11.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.76 m³·mol⁻¹ChemAxon
Polarizability8.51 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:
Sulfur metabolismPW000922 ThumbThumb?image type=greyscaleThumb?image type=simple
Thiosulfate Disproportionation IIIPW002060 ThumbThumb?image type=greyscaleThumb?image type=simple
cysteine biosynthesisPW000800 ThumbThumb?image type=greyscaleThumb?image type=simple
sulfur metabolism (butanesulfonate)PW000923 ThumbThumb?image type=greyscaleThumb?image type=simple
sulfur metabolism (ethanesulfonate)PW000925 ThumbThumb?image type=greyscaleThumb?image type=simple
sulfur metabolism (isethionate)PW000926 ThumbThumb?image type=greyscaleThumb?image type=simple
sulfur metabolism (methanesulfonate)PW000927 ThumbThumb?image type=greyscaleThumb?image type=simple
sulfur metabolism (propanesulfonate)PW000924 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:
  • thiosulfate disproportionation III (rhodanese) PWY-5350
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-2900000000-0340aa179a944cddc03fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-9200000000-8d6f9db7b85e719b5336View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-05fr-9000000000-5140dc89fca222f5cb69View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0ab9-9000000000-2876b0d2bddab26086e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-cfd5e2fee5605aa6f365View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-1900000000-14f35b6955762fa5ef9cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01pk-9300000000-6d71fc2acfdc5c953636View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-4fefeb50f8b5131bb095View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1900000000-25562aa85ac0e34c2f5bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-1900000000-c55a98b5b4d32b24a3cdView in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 Mar 3. doi: 10.1038/nbt.2488. Pubmed: 23455439
Synthesis Reference:Serikova, E. A.; Racheva, I. V. Method for producing sodium thiosulfate. U.S.S.R. (1986), CODEN: URXXAF SU 1279954 A1 19861230 Patent written in Russian.
Material Safety Data Sheet (MSDS)Download (PDF)
External Links:
ResourceLink
CHEBI ID16094
HMDB IDHMDB00257
Pubchem Compound ID439208
Kegg IDC00320
ChemSpider ID1054
WikipediaThiosulfate
BioCyc IDS2O3
EcoCyc IDS2O3
Ligand ExpoTHJ

Enzymes

General function:
Involved in pyridoxal phosphate binding
Specific function:
O(4)-succinyl-L-homoserine + L-cysteine = L- cystathionine + succinate
Gene Name:
metB
Uniprot ID:
P00935
Molecular weight:
41550
Reactions
O(4)-succinyl-L-homoserine + L-cysteine = L-cystathionine + succinate.
General function:
Involved in thiosulfate sulfurtransferase activity
Specific function:
Catalyzes, although with low efficiency, the sulfur transfer reaction from thiosulfate to cyanide. The relatively low affinity of glpE for both thiosulfate and cyanide suggests that these compounds are not the physiological substrates. Thioredoxin 1 or related dithiol proteins could instead be the physiological sulfur-acceptor substrate. Possible association with the metabolism of glycerol-phosphate remains to be elucidated
Gene Name:
glpE
Uniprot ID:
P0A6V5
Molecular weight:
12082
Reactions
Thiosulfate + cyanide = sulfite + thiocyanate.
General function:
Involved in cysteine biosynthetic process from serine
Specific function:
O(3)-acetyl-L-serine + H(2)S = L-cysteine + acetate
Gene Name:
cysK
Uniprot ID:
P0ABK5
Molecular weight:
34489
Reactions
O(3)-acetyl-L-serine + H(2)S = L-cysteine + acetate.
3-chloro-L-alanine + thioglycolate = S-carboxymethyl-L-cysteine + chloride.
General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex cysAWTP involved in sulfate/thiosulfate import. Responsible for energy coupling to the transport system
Gene Name:
cysA
Uniprot ID:
P16676
Molecular weight:
41059
Reactions
ATP + H(2)O + sulfate(Out) = ADP + phosphate + sulfate(In).
General function:
Involved in cysteine biosynthetic process from serine
Specific function:
Two cysteine synthase enzymes are found. Both catalyze the same reaction. Cysteine synthase B can also use thiosulfate in place of sulfide to give cysteine thiosulfonate as a product
Gene Name:
cysM
Uniprot ID:
P16703
Molecular weight:
32664
Reactions
O(3)-acetyl-L-serine + H(2)S = L-cysteine + acetate.
General function:
Involved in thiosulfate sulfurtransferase activity
Specific function:
Transfers a sulfur ion to cyanide or to other thiol compounds. Also has weak rhodanese activity (130-fold lower). Its participation in detoxification of cyanide may be small. May be involved in the enhancement of serine sensitivity
Gene Name:
sseA
Uniprot ID:
P31142
Molecular weight:
30812
Reactions
3-mercaptopyruvate + cyanide = pyruvate + thiocyanate.
General function:
Involved in thiosulfate sulfurtransferase activity
Specific function:
Thiosulfate + cyanide = sulfite + thiocyanate
Gene Name:
ynjE
Uniprot ID:
P78067
Molecular weight:
48228
Reactions
Thiosulfate + cyanide = sulfite + thiocyanate.
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. Probably responsible for the translocation of the substrate across the membrane
Gene Name:
cysW
Uniprot ID:
P0AEB0
Molecular weight:
32537
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. Probably responsible for the translocation of the substrate across the membrane
Gene Name:
cysU
Uniprot ID:
P16701
Molecular weight:
30292
General function:
Involved in transporter activity
Specific function:
This protein specifically binds sulfate and is involved in its transmembrane transport
Gene Name:
sbp
Uniprot ID:
P0AG78
Molecular weight:
36659
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. This protein specifically binds thiosulfate and is involved in its transmembrane transport
Gene Name:
cysP
Uniprot ID:
P16700
Molecular weight:
37614
General function:
Inorganic ion transport and metabolism
Specific function:
The phage shock protein (psp) operon (pspABCDE) may play a significant role in the competition for survival under nutrient- or energy-limited conditions. PspE catalyzes the sulfur-transfer reaction from thiosulfate to cyanide, to form sulfite and thiocyanate. Also able to use dithiol (dithiothreitol) as an alternate sulfur acceptor. Also possesses a very low mercaptopyruvate sulfurtransferase activity
Gene Name:
pspE
Uniprot ID:
P23857
Molecular weight:
11475
Reactions
Thiosulfate + cyanide = sulfite + thiocyanate.

Transporters

General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex cysAWTP involved in sulfate/thiosulfate import. Responsible for energy coupling to the transport system
Gene Name:
cysA
Uniprot ID:
P16676
Molecular weight:
41059
Reactions
ATP + H(2)O + sulfate(Out) = ADP + phosphate + sulfate(In).
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. Probably responsible for the translocation of the substrate across the membrane
Gene Name:
cysW
Uniprot ID:
P0AEB0
Molecular weight:
32537
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. Probably responsible for the translocation of the substrate across the membrane
Gene Name:
cysU
Uniprot ID:
P16701
Molecular weight:
30292
General function:
Involved in transporter activity
Specific function:
This protein specifically binds sulfate and is involved in its transmembrane transport
Gene Name:
sbp
Uniprot ID:
P0AG78
Molecular weight:
36659
General function:
Involved in transporter activity
Specific function:
Non-specific porin
Gene Name:
ompN
Uniprot ID:
P77747
Molecular weight:
41220
General function:
Involved in transporter activity
Specific function:
Part of the ABC transporter complex cysAWTP (TC 3.A.1.6.1) involved in sulfate/thiosulfate import. This protein specifically binds thiosulfate and is involved in its transmembrane transport
Gene Name:
cysP
Uniprot ID:
P16700
Molecular weight:
37614
General function:
Involved in transporter activity
Specific function:
Uptake of inorganic phosphate, phosphorylated compounds, and some other negatively charged solutes
Gene Name:
phoE
Uniprot ID:
P02932
Molecular weight:
38922
General function:
Involved in transporter activity
Specific function:
OmpF is a porin that forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane. It is also a receptor for the bacteriophage T2
Gene Name:
ompF
Uniprot ID:
P02931
Molecular weight:
39333
General function:
Involved in transporter activity
Specific function:
Forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane
Gene Name:
ompC
Uniprot ID:
P06996
Molecular weight:
40368
General function:
respiratory electron transport chain
Specific function:
Not Available
Gene Name:
ydhU
Uniprot ID:
P77409
Molecular weight:
29582
Reactions
=