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Identification
YMDB IDYMDB00653
NameHydrogen sulfide
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionHydrogen sulfide (H2S) is a powerful aroma compound largely produced by yeast during fermentation. Its occurrence in wines and other fermented beverages has been associated with off-odors described as rotten egg and/or sewage. In wine fermentations, H2S is largely formed by reduction of exogenous sulfate during the biosynthesis of the sulfur-containing amino acids cysteine and methionine. Sulfite, which is commonly added to grape musts as an antioxidant and antimicrobial agent, can also enter the cell and become a source of H2S, after reduction by sulfite reductase. [Biocyc SO4ASSIM-PWY] [PMID: 20668912]
Structure
Thumb
Synonyms
  • acide sulfhydrique
  • Dihydrogen disulfide
  • Dihydrogen monosulfide
  • Dihydrogen sulfide
  • H2S
  • Hepatate
  • Hepatic acid
  • Hepatic gas
  • Hydrogen monosulfide
  • Hydrogen sulfide
  • Hydrogen sulfide (H2S)
  • hydrogen sulphide
  • Hydrogen-sulfide
  • Hydrogen-sulphide-
  • Hydrogene sulfure
  • Hydrosulfurate
  • Hydrosulfuric acid
  • Idrogeno solforato
  • Schwefelwasserstoff
  • Sewer gas
  • Siarkowodor
  • Sour gas
  • Stink damp
  • Sulfide
  • Sulfur hydride
  • Sulfur hydroxide
  • Sulfureted hydrogen
  • Sulfuretted hydrogen
  • [SH2]
  • Sulfure d'hydrogene
  • Acide sulphhydrique
  • Dihydrogen monosulphide
  • Dihydrogen sulphide
  • Hydrogen monosulphide
  • Hydrogen-sulphide
  • Hydrogene sulphure
  • HYDROsulfate
  • HYDROsulphate
  • HYDROsulphuric acid
  • Sulphide
  • Sulphure d'hydrogene
  • Zwavelwaterstof
  • Sulfide, hydrogen
  • Hydrogen sulfide (H2(SX))
  • Hydrogen sulfide (H2S2)
  • Hydrogen sulfide (H2S3)
CAS number7783-06-4
WeightAverage: 34.081
Monoisotopic: 33.987720754
InChI KeyRWSOTUBLDIXVET-UHFFFAOYSA-N
InChIInChI=1S/H2S/h1H2
IUPAC Namehydrogen sulfide
Traditional IUPAC Namehydrogen sulfide
Chemical FormulaH2S
SMILES[H]S[H]
Chemical Taxonomy
Description belongs to the class of inorganic compounds known as other non-metal sulfides. These are inorganic compounds containing a sulfur atom of an oxidation state of -2, in which the heaviest atom bonded to the oxygen belongs to the class of other non-metals.
KingdomInorganic compounds
Super ClassHomogeneous non-metal compounds
ClassOther non-metal organides
Sub ClassOther non-metal sulfides
Direct ParentOther non-metal sulfides
Alternative Parents
Substituents
  • Other non-metal sulfide
  • Inorganic sulfide
Molecular FrameworkNot Available
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-85.49 °C
Experimental Properties
PropertyValueReference
Water Solubility3.74 mg/mL at 21 oC [VENABLE,CS & FUWA,T (1922)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
logP-0.037ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity7.36 m³·mol⁻¹ChemAxon
Polarizability3.45 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic Properties
Flavour/OdourSource
EggFDB009599
RottenFDB009599
SMPDB Pathways
Cysteine MetabolismPW002383 ThumbThumb?image type=greyscaleThumb?image type=simple
Methionine metabolism and salvagePW002384 ThumbThumb?image type=greyscaleThumb?image type=simple
Sulfur metabolismPW002483 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Cysteine and methionine metabolismec00270 Map00270
Sulfur metabolismec00920 Map00920
SMPDB Reactions
Acetylhomoserine + Hydrogen sulfideAcetic acid + hydron + Homocysteine
L-CysteineHydrogen sulfide + hydron + 2-aminoprop-2-enoate
Sulfite + NADPH + hydronwater + NADP + Hydrogen sulfide
Hydrogen sulfide + O-acetyl-L-serineL-Cysteine + Acetic acid + hydron
L-Cysteinehydron + Hydrogen sulfide + 2-Aminoacrylic acid
KEGG Reactions
O-acetyl-L-serine + Hydrogen sulfideAcetic acid + hydron + L-Cysteine
O-Acetyl-L-homoserine + Hydrogen sulfideL-Homocysteine + Acetic acid + hydron
NADP + water + Hydrogen sulfidehydron + Sulfite + NADPH
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Spiropoulos, A., Bisson, L. F. (2000). "MET17 and hydrogen sulfide formation in Saccharomyces cerevisiae." Appl Environ Microbiol 66:4421-4426.11010893
  • Mulet, J. M., Alemany, B., Ros, R., Calvete, J. J., Serrano, R. (2004). "Expression of a plant serine O-acetyltransferase in Saccharomyces cerevisiae confers osmotic tolerance and creates an alternative pathway for cysteine biosynthesis." Yeast 21:303-312.15042590
  • Hansen, J., Muldbjerg, M., Cherest, H., Surdin-Kerjan, Y. (1997). "Siroheme biosynthesis in Saccharomyces cerevisiae requires the products of both the MET1 and MET8 genes." FEBS Lett 401:20-24.9003798
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID16136
HMDB IDHMDB03276
Pubchem Compound ID402
Kegg IDC00283
ChemSpider ID391
FOODB IDFDB009599
WikipediaHydrogen_sulfide
BioCyc IDHS

Enzymes

General function:
Involved in cysteine biosynthetic process from serine
Specific function:
O(3)-acetyl-L-serine + H(2)S = L-cysteine + acetate
Gene Name:
Not Available
Uniprot ID:
P53206
Molecular weight:
42800.5
Reactions
O(3)-acetyl-L-serine + H(2)S → L-cysteine + acetate.
General function:
Involved in pyridoxal phosphate binding
Specific function:
Transforms O-acetylhomoserine into homocysteine and O- acetylserine into cysteine
Gene Name:
MET17
Uniprot ID:
P06106
Molecular weight:
48671.39844
Reactions
O-acetyl-L-homoserine + methanethiol → L-methionine + acetate.
O(3)-acetyl-L-serine + H(2)S → L-cysteine + acetate.
General function:
Involved in pyridoxal phosphate binding
Specific function:
L-cystathionine + H(2)O = L-cysteine + NH(3) + 2-oxobutanoate
Gene Name:
CYS3
Uniprot ID:
P31373
Molecular weight:
42541.69922
Reactions
L-cystathionine + H(2)O → L-cysteine + NH(3) + 2-oxobutanoate.
General function:
Involved in iron ion binding
Specific function:
Catalyzes the reduction of sulfite to sulfide, one of several activities required for the biosynthesis of L-cysteine from sulfate
Gene Name:
ECM17
Uniprot ID:
P47169
Molecular weight:
161218.0
Reactions
H(2)S + 3 NADP(+) + 3 H(2)O → sulfite + 3 NADPH.
General function:
Involved in oxidoreductase activity
Specific function:
This enzyme catalyzes the 6-electron reduction of sulfite to sulfide. This is one of several activities required for the biosynthesis of L-cysteine from sulfate
Gene Name:
MET10
Uniprot ID:
P39692
Molecular weight:
114827.0
Reactions
H(2)S + 3 NADP(+) + 3 H(2)O → sulfite + 3 NADPH.