CHEBI:16385 - organic sulfide

ChEBI IDCHEBI:16385
ChEBI Nameorganic sulfide
Stars
DefinitionCompounds having the structure RSR (R ≠ H). Such compounds were once called thioethers.
Secondary ChEBI IDsCHEBI:9340, CHEBI:13694, CHEBI:26960
Last Modified1 October 2025
DownloadsMolfile
FormulaSR2
Net Charge0
Average Mass (excl. R groups)32.067
Monoisotopic Mass (excl. R groups)31.97207
SMILES*S*
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
ChEBI Ontology
Outgoing Relation(s)
organic sulfide (CHEBI:16385) is a organosulfur compound (CHEBI:33261)
organic sulfide (CHEBI:16385) is a sulfide (CHEBI:26822)
Incoming Relation(s)
(R)-PGA2-S-glutathione conjugate (CHEBI:136105) is a organic sulfide (CHEBI:16385)
(R)-PGJ2-S-glutathione conjugate (CHEBI:136110) is a organic sulfide (CHEBI:16385)
(S)-PGA2-S-glutathione conjugate (CHEBI:136106) is a organic sulfide (CHEBI:16385)
(S)-PGJ2-S-glutathione conjugate (CHEBI:136112) is a organic sulfide (CHEBI:16385)
(13R)-S-cysteinyl-(14S )-hydroxy-(4Z,7Z,9E,11E,16 Z,19Z )-docosahexaenoic acid (CHEBI:138209) is a organic sulfide (CHEBI:16385)
(13R)-S-cysteinylglycinyl-(14S )-hydroxy-(4Z,7Z,9E,11E,16 Z,19Z )-docosahexaenoic acid (CHEBI:138206) is a organic sulfide (CHEBI:16385)
(13R)-S-glutathionyl-(14S )-hydroxy-(4Z,7Z,9E,11E,16 Z,19Z )-docosahexaenoic acid (CHEBI:138202) is a organic sulfide (CHEBI:16385)
(1E)-1-(methylthio)prop-1-ene (CHEBI:89721) is a organic sulfide (CHEBI:16385)
(2R,2'S)-Isobuteine (CHEBI:172450) is a organic sulfide (CHEBI:16385)
(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a organic sulfide (CHEBI:16385)
(8S)-cystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid (CHEBI:140270) is a organic sulfide (CHEBI:16385)
(8S)-glutathionyl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid (CHEBI:140268) is a organic sulfide (CHEBI:16385)
(8S)-glycinylcystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid (CHEBI:140269) is a organic sulfide (CHEBI:16385)
(Z)-1-(Methylthio)-1-propene (CHEBI:88380) is a organic sulfide (CHEBI:16385)
[(2-{4-[(2S)-2-(pyridin-3-yl)pyrrolidin-1-yl]butanamido}ethyl)sulfanyl]acetic acid (CHEBI:234459) is a organic sulfide (CHEBI:16385)
N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)-1-(N,N-dimethylglycyl)piperidine-4-carboxamide (CHEBI:143123) is a organic sulfide (CHEBI:16385)
N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)-2-(4-methylpiperazin-1-yl)pyridine-4-carboxamide (CHEBI:143105) is a organic sulfide (CHEBI:16385)
N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)piperidine-4-carboxamide (CHEBI:91399) is a organic sulfide (CHEBI:16385)
N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)tetrahydro-2H-pyran-4-carboxamide (CHEBI:143113) is a organic sulfide (CHEBI:16385)
N-acetyl-S-(N-ethylsuccinimido)-L-cysteine (CHEBI:59634) is a organic sulfide (CHEBI:16385)
N-acetyl-S-benzyl-L-cysteine (CHEBI:194360) is a organic sulfide (CHEBI:16385)
N-acetyl-S-phenacyl-L-cysteine (CHEBI:59632) is a organic sulfide (CHEBI:16385)
S-(1-ethyl-2,5-dioxo-3-pyrrolidinyl)-L-cysteine (CHEBI:189421) is a organic sulfide (CHEBI:16385)
S-(4-oxobutan-2-yl)glutathione (CHEBI:133880) is a organic sulfide (CHEBI:16385)
S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys (CHEBI:46889) is a organic sulfide (CHEBI:16385)
S-adenosyl-L-cysteine (CHEBI:90134) is a organic sulfide (CHEBI:16385)
S-adenosyl-L-homocysteine (CHEBI:16680) is a organic sulfide (CHEBI:16385)
S-adenosyl-3-thiopropylamine (CHEBI:79030) is a organic sulfide (CHEBI:16385)
S-ethylhomocysteine (CHEBI:68662) is a organic sulfide (CHEBI:16385)
S-methyl-trans-thiourocanate(1−) (CHEBI:229683) is a organic sulfide (CHEBI:16385)
S-methyl-thiohydantoin-5-propanoate (CHEBI:229685) is a organic sulfide (CHEBI:16385)
S-propylcysteine (CHEBI:176473) is a organic sulfide (CHEBI:16385)
S-(4-nitrobenzyl)glutathione (CHEBI:87407) is a organic sulfide (CHEBI:16385)
S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine (CHEBI:133435) is a organic sulfide (CHEBI:16385)
S-(5-acetamido-2-hydroxyphenyl)cysteine (CHEBI:133066) is a organic sulfide (CHEBI:16385)
S-[2-hydroxy-3-(4-nitrophenoxy)propyl]glutathione (CHEBI:87408) is a organic sulfide (CHEBI:16385)
L-cysteine thioether (CHEBI:27532) is a organic sulfide (CHEBI:16385)
L-homolanthionine (CHEBI:62856) is a organic sulfide (CHEBI:16385)
1-(Methylthio)-1-butene (CHEBI:173316) is a organic sulfide (CHEBI:16385)
1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole (CHEBI:77776) is a organic sulfide (CHEBI:16385)
1-S-hexadecyl-2-O-[hexadecyl(hydroxy)phosphoryl]-1-thio-sn-glycero-3-phosphocholine (CHEBI:28781) is a organic sulfide (CHEBI:16385)
1-AmidoDihydroMorHap (CHEBI:234424) is a organic sulfide (CHEBI:16385)
1-AmidoMorHap (CHEBI:234422) is a organic sulfide (CHEBI:16385)
1-propenyl 1-(1-propenylthio)propyl disulfide (CHEBI:229929) is a organic sulfide (CHEBI:16385)
1-Propenyl propyl sulfide (CHEBI:166592) is a organic sulfide (CHEBI:16385)
11,12-dihydro-(12R)-hydroxyleukotriene C4 (CHEBI:134519) is a organic sulfide (CHEBI:16385)
11,12-dihydro-12-oxoleukotriene C4 (CHEBI:134518) is a organic sulfide (CHEBI:16385)
14-AmidoHerHap (CHEBI:234496) is a organic sulfide (CHEBI:16385)
14-AmidoMorHap (CHEBI:234495) is a organic sulfide (CHEBI:16385)
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid (CHEBI:140264) is a organic sulfide (CHEBI:16385)
16(S)-glutathionyl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid (CHEBI:140262) is a organic sulfide (CHEBI:16385)
16(S)-glycinylcystein-S-yl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid (CHEBI:140263) is a organic sulfide (CHEBI:16385)
2-(dichloromethyl)-4-(4-methylphenyl)-6-(methylthio)-1,3,5-triazine (CHEBI:95051) is a organic sulfide (CHEBI:16385)
2-(dichloromethyl)-4-(ethylthio)-6-phenyl-1,3,5-triazine (CHEBI:92942) is a organic sulfide (CHEBI:16385)
2-(methylthio)-4-phenyl-6-propan-2-yl-1,3,5-triazine (CHEBI:92227) is a organic sulfide (CHEBI:16385)
2-(Octylthio)ethanol (CHEBI:82020) is a organic sulfide (CHEBI:16385)
2-[(ethylsulfanyl)methyl]phenol (CHEBI:38487) is a organic sulfide (CHEBI:16385)
2-[(ethylthio)methyl]furan (CHEBI:168930) is a organic sulfide (CHEBI:16385)
2'-(S-L-cysteinyl)-L-histidine (CHEBI:19225) is a organic sulfide (CHEBI:16385)
3-(Methylthio)-1-propene (CHEBI:89856) is a organic sulfide (CHEBI:16385)
3-[({4-[4-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-3-methyl-1,2-oxazol-5-yl]phenyl}methyl)sulfanyl]propanoic acid (CHEBI:91194) is a organic sulfide (CHEBI:16385)
3-[({5-[(2-amino-1,3-thiazol-4-yl)methyl]-4-ethyl-1,2,4-triazol-3-yl}sulfanyl)methyl]-N-(2,3-dimethylphenyl)benzamide (CHEBI:194224) is a organic sulfide (CHEBI:16385)
3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one (CHEBI:136658) is a organic sulfide (CHEBI:16385)
3-methylthiopropylamine (CHEBI:16696) is a organic sulfide (CHEBI:16385)
4-[(2-aminophenyl)thio]butylphosphonic acid (CHEBI:219815) is a organic sulfide (CHEBI:16385)
4-Hydroxy-5-methyl-3(2H)-thiophenone (CHEBI:173344) is a organic sulfide (CHEBI:16385)
5-Methyl-4-sulfanyl-2,3-dihydrothiophen-3-one (CHEBI:184720) is a organic sulfide (CHEBI:16385)
6-AcMorHap (CHEBI:234596) is a organic sulfide (CHEBI:16385)
6-amino-3-(methoxymethyl)-5-spiro[2H-pyrano[2,3-c]pyrazole-4,4'-thiane]carbonitrile (CHEBI:116742) is a organic sulfide (CHEBI:16385)
6-PrOxyHap (CHEBI:234597) is a organic sulfide (CHEBI:16385)
6,14-AmidoHap (CHEBI:234494) is a organic sulfide (CHEBI:16385)
6,8-bis(benzylsulfanyl)octanoic acid (CHEBI:233958) is a organic sulfide (CHEBI:16385)
7-amino-2-(ethylsulfanyl)-5-oxo-1-phenyl-1,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile (CHEBI:180647) is a organic sulfide (CHEBI:16385)
8,9-dihydro-8-(S-glutathionyl)-9-hydroxyaflatoxin B1 (CHEBI:2505) is a organic sulfide (CHEBI:16385)
Albendazole sulfone (CHEBI:80620) is a organic sulfide (CHEBI:16385)
Albendazole-2-aminosulfone (CHEBI:80621) is a organic sulfide (CHEBI:16385)
Albendazole-beta-hydroxysulphone (CHEBI:80622) is a organic sulfide (CHEBI:16385)
Albendazole-gamma-hydroxysulphone (CHEBI:80623) is a organic sulfide (CHEBI:16385)
aliphatic sulfide (CHEBI:22327) is a organic sulfide (CHEBI:16385)
aryl sulfide (CHEBI:35683) is a organic sulfide (CHEBI:16385)
batimastat (CHEBI:195398) is a organic sulfide (CHEBI:16385)
BAYu9773 (CHEBI:167654) is a organic sulfide (CHEBI:16385)
biapenem (CHEBI:3089) is a organic sulfide (CHEBI:16385)
bis-(4-hydroxybenzyl)sulfide (CHEBI:65500) is a organic sulfide (CHEBI:16385)
caldariellaquinol (CHEBI:73388) is a organic sulfide (CHEBI:16385)
caldariellaquinone (CHEBI:73387) is a organic sulfide (CHEBI:16385)
Carbophenothion (CHEBI:82107) is a organic sulfide (CHEBI:16385)
celesticetin (CHEBI:156421) is a organic sulfide (CHEBI:16385)
Chlorobenside (CHEBI:34625) is a organic sulfide (CHEBI:16385)
cilastatin (CHEBI:3697) is a organic sulfide (CHEBI:16385)
clethodim (CHEBI:70721) is a organic sulfide (CHEBI:16385)
cystathionine (CHEBI:17755) is a organic sulfide (CHEBI:16385)
desmethylranitidine (CHEBI:132051) is a organic sulfide (CHEBI:16385)
di-1-propenyl sulfide (CHEBI:173382) is a organic sulfide (CHEBI:16385)
Diallyl sulfide (CHEBI:4489) is a organic sulfide (CHEBI:16385)
DiAmHap (CHEBI:234598) is a organic sulfide (CHEBI:16385)
DiPrOxyHap (CHEBI:234599) is a organic sulfide (CHEBI:16385)
fenamidone (CHEBI:83258) is a organic sulfide (CHEBI:16385)
fipronil-sulfide (CHEBI:83488) is a organic sulfide (CHEBI:16385)
fluthiacet (CHEBI:82018) is a organic sulfide (CHEBI:16385)
fluthiacet-methyl (CHEBI:5133) is a organic sulfide (CHEBI:16385)
glioperazine B (CHEBI:65968) is a organic sulfide (CHEBI:16385)
glucoberteroin (CHEBI:79324) is a organic sulfide (CHEBI:16385)
glucoerucin (CHEBI:79325) is a organic sulfide (CHEBI:16385)
glucoiberverin (CHEBI:79326) is a organic sulfide (CHEBI:16385)
GS26575 (CHEBI:51079) is a organic sulfide (CHEBI:16385)
GWARJD14 (CHEBI:195493) is a organic sulfide (CHEBI:16385)
halicin (CHEBI:146227) is a organic sulfide (CHEBI:16385)
imidothioate (CHEBI:83991) is a organic sulfide (CHEBI:16385)
ITK7 (CHEBI:231599) is a organic sulfide (CHEBI:16385)
IWP-2 (CHEBI:125649) is a organic sulfide (CHEBI:16385)
L-beta-methylthioasparagine (CHEBI:21253) is a organic sulfide (CHEBI:16385)
lanthionine (CHEBI:25013) is a organic sulfide (CHEBI:16385)
LDW639 (CHEBI:62876) is a organic sulfide (CHEBI:16385)
lehualide I (CHEBI:68009) is a organic sulfide (CHEBI:16385)
leukotriene C3 (CHEBI:134619) is a organic sulfide (CHEBI:16385)
leukotriene D3 (CHEBI:134627) is a organic sulfide (CHEBI:16385)
leukotriene D4 (CHEBI:28666) is a organic sulfide (CHEBI:16385)
leukotriene F4 (CHEBI:27491) is a organic sulfide (CHEBI:16385)
lucensimycin E (CHEBI:66592) is a organic sulfide (CHEBI:16385)
meropenem (CHEBI:43968) is a organic sulfide (CHEBI:16385)
methyl N-(tert-butoxycarbonyl)-3-[2-(2,6-dichlorophenyl)-4-(phenylsulfanyl)-1,2,3,4,4a,8a-hexahydro-6-quinolyl]alaninate (CHEBI:48492) is a organic sulfide (CHEBI:16385)
methyl 3-({2-[(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-β-D-glucopyranosyl)oxy]ethyl}sulfanyl)propanoate (CHEBI:53548) is a organic sulfide (CHEBI:16385)
methyl sulfide (CHEBI:86315) is a organic sulfide (CHEBI:16385)
metribuzin (CHEBI:34846) is a organic sulfide (CHEBI:16385)
MMP-9-IN-1 (CHEBI:156264) is a organic sulfide (CHEBI:16385)
MorHap (CHEBI:234595) is a organic sulfide (CHEBI:16385)
nizatidine (CHEBI:7601) is a organic sulfide (CHEBI:16385)
Phenkapton (CHEBI:82144) is a organic sulfide (CHEBI:16385)
pyrafluprole (CHEBI:146239) is a organic sulfide (CHEBI:16385)
ranitidine (CHEBI:8776) is a organic sulfide (CHEBI:16385)
ribozinoindole-1 (CHEBI:142676) is a organic sulfide (CHEBI:16385)
SL-327 (CHEBI:92211) is a organic sulfide (CHEBI:16385)
steroid sulfide (CHEBI:62027) is a organic sulfide (CHEBI:16385)
sugammadex (CHEBI:90953) is a organic sulfide (CHEBI:16385)
temephos (CHEBI:38954) is a organic sulfide (CHEBI:16385)
thia-alkylglucosinolic acid (CHEBI:79322) is a organic sulfide (CHEBI:16385)
thiodicarb (CHEBI:38548) is a organic sulfide (CHEBI:16385)
thiopurine (CHEBI:35666) is a organic sulfide (CHEBI:16385)
tiamulin (CHEBI:44137) is a organic sulfide (CHEBI:16385)
trabectedin (CHEBI:84050) is a organic sulfide (CHEBI:16385)
tyclopyrazoflor (CHEBI:143525) is a organic sulfide (CHEBI:16385)
tyrphostin AG 825 (CHEBI:75405) is a organic sulfide (CHEBI:16385)
vinyl sulfide (CHEBI:177668) is a organic sulfide (CHEBI:16385)
yoda 1 (CHEBI:194079) is a organic sulfide (CHEBI:16385)
IUPAC Name 
sulfides
Synonyms  Source
SulfideKEGG COMPOUND
ThioetherKEGG COMPOUND
RSRIUPAC
thioethersIUPAC
organic sulfidesChEBI
Manual XrefsDatabases
C00297KEGG COMPOUND