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(-)-ephedrine  
(12R)-hydroxy-10,11-dihydroleukotriene E4 
(13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(1E)-1-(methylthio)prop-1-ene 
(2E)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(3,4-dimethoxyphenyl)acrylamide 
(2R)-2-ammonio-2-carboxylatoethyl-disulfanyl-oxopropanoate 
(2S)-2-amino-4-phosphonobutanoic acid 
(2S)-amino[(4R)-2-iminohexahydropyrimidin-4-yl]acetic acid 
(2S,3R)-capreomycidine 
(2S,3S)-beta-methylphenylalanine 
(2S,4R)-hypoglycin A +  
(2S,4S)-hypoglycin A +  
(3S)-3-hydroxy-L-asparagine 
(3S)-3-hydroxy-L-enduracididine 
(3S)-3-hydroxy-L-lysine 
(3S,4S)-3,4-dihydroxy-L-proline 
(4-chloro-2-methylphenoxy)acetic acid  
(4R)-5-oxo-L-leucine 
(4R)-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-3-[(2S,3S)-2-hydroxy-3-(\{N-[(isoquinolin-5-yloxy)acetyl]-S-methyl-L-cysteinyl\}amino)-4-phenylbutanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide 
(4R)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-(\{N-[(isoquinolin-5-yloxy)acetyl]-S-methyl-L-cysteinyl\}amino)-4-phenylbutanoyl]-1,3-thiazolidine-4-carboxamide 
(4S)-4-hydroxy-L-isoleucine 
(8S)-cystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(8S)-glutathionyl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(8S)-glycinylcystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(E)-roxithromycin  
(N(omega)-L-arginino)succinic acid  
(R)-PGA2-S-glutathione conjugate 
(R)-PGJ2-S-glutathione conjugate 
(S)-2-amino-6-boronohexanoic acid 
(S)-3,5-dihydroxyphenylglycine  
(S)-ATPA 
(S)-nicotine +   
(S)-PGA2-S-glutathione conjugate 
(S)-PGJ2-S-glutathione conjugate 
(trifluoromethyl)benzene +   
(Z)-1-(Methylthio)-1-propene 
1,1-diunsubstituted alkanesulfonate +   
1,2,5,6,9,10-hexabromocyclododecane 
1,3-dichloropropane 
1-(3-(trifluoromethyl)phenyl)piperazine  
1-(3-chlorophenyl)piperazine  
1-(L-norleucin-6-yl)pyrraline 
1-(L-norvalin-5-yl)pyrraline 
1-\{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl\}-1H-imidazole +   
1-benzylpiperazine  
1-chloro-2,2-bis(4'-chlorophenyl)ethylene 
1-nitronaphthalene  
1-S-hexadecyl-2-O-[hexadecyl(hydroxy)phosphoryl]-1-thio-sn-glycero-3-phosphocholine 
11,12-dihydro-(12R)-hydroxyleukotriene C4 
11,12-dihydro-12-oxoleukotriene C4 
14-carboxy-15,16,17,18,19,20-hexanor-leukotriene E3 
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16(S)-glutathionyl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16(S)-glycinylcystein-S-yl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16-carboxy-17,18,19,20-tetranor-leukotriene E3 
16-carboxy-Delta(13)-17,18,19,20-tetranor-leukotriene E4 +  
18-carboxy-19,20-dinor-leukotriene E4 
2'-(S-L-cysteinyl)-L-histidine 
2,4,6-tribromophenol +   
2,4-D  
2,5-dihydrophenyl-L-alanine 
2,5-diiodo-L-histidine 
2,6-dichlorobenzonitrile  
2,6-dimethylnaphthalene  
2-(3-amino-3-carboxypropyl)-L-histidine +  
2-(\{3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl\}methyl)benzoic acid 
2-(dichloromethyl)-4-(4-methylphenyl)-6-(methylthio)-1,3,5-triazine 
2-(dichloromethyl)-4-(ethylthio)-6-phenyl-1,3,5-triazine 
2-(methylthio)-4-phenyl-6-propan-2-yl-1,3,5-triazine 
2-(Octylthio)ethanol 
2-[(ethylsulfanyl)methyl]phenol +   
2-[3-carboxy-3-(dimethylamino)propyl]-L-histidine 
2-[3-carboxylato-3-(trimethylammonio)propyl]-L-histidine +  
2-amino-3-(cystein-S-yl)isoxazolidin-5-ylacetic acid 
2-hexadecenamide 
2-hydroxy-5-[(1E)-(2-phenylethylidene)amino]-L-tyrosine 
2-hydroxy-L-tryptophan 
2-L-bromohistidine 
2-methyl-4-chlorophenoxybutyric acid  
2-methyl-L-glutamine 
2-methyl-L-serine +  
2-nitropropane  
2-nitrotoluene  
20-carboxyleukotriene E4 
20-hydroxy-leukotriene E4 
20-oxoleukotriene E4 
3'-(S-L-cysteinyl)-L-tyrosine 
3,4-dichloroaniline +   
3,5-dibromo-4-hydroxybenzonitrile  
3,5-dibromo-L-tyrosine 
3,5-dichloro-L-tyrosine 
3,5-diiodo-L-tyrosine +  
3,5-dinitro-L-tyrosine 
3-(2,4-dioxo-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-1-yl)-L-alanine 
3-(5-bromouracil-1-yl)-L-alanine 
3-(5-fluorouracil-1-yl)-L-alanine  
3-(5-iodouracil-1-yl)-L-alanine 
3-(5-oxoisoxazolin-2-yl)-L-alanine 
3-(5-oxoisoxazolin-4-yl)-L-alanine 
3-(\{3-[(2S)-2-amino-2-carboxyethyl]-5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl\}methyl)thiophene-2-carboxylic acid 
3-(Methylthio)-1-propene  
3-(N(tele)-L-histidino)-L-tyrosine residue 
3-(pyrazol-1-yl)-L-alanine 
3-(uracil-1-yl)-L-alanine 
3-[(3R)-1-carbamimidoylpiperidin-3-yl]-L-alanine 
3-[(3S)-1-carbamimidoylpiperidin-3-yl]-L-alanine 
3-[(\{4-[4-(\{[1-(2-chlorophenyl)ethoxy]carbonyl\}amino)-3-methyl-1,2-oxazol-5-yl]phenyl\}methyl)sulfanyl]propanoic acid +  
3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one +  
3-\{(3E)-4-hydroxy-6-oxo-3-[(2-phenylethyl)imino]cyclohexa-1,4-dien-1-yl\}-L-alanine 
3-amino-L-alanine +  
3-bromo-L-tyrosine 
3-chloro-L-phenylalanine 
3-chloro-L-tyrosine 
3-cyano-L-alanine +  
3-fluoro-L-tyrosine 
3-hydroxy-L-aspartic acid +  
3-hydroxy-L-glutamic acid +  
3-hydroxy-L-proline +  
3-hydroxy-L-tryptophan +  
3-hydroxy-L-valine +  
3-hydroxy-O,5-dimethyl-L-tyrosine 
3-iodo-L-tyrosine +  
3-iodoprop-2-yn-1-yl butylcarbamate 
3-methyl-L-lanthionine 
3-methyl-L-tyrosine 
3-Methylamino-L-alanine 
3-methylquinoline  
3-methylthioaspartic acid +  
3-methylthiopropylamine +  
3-nitro-L-tyrosine +  
3-O-(N-acetyl-beta-D-glucosaminyl)-L-serine +  
3-O-(N-acetyl-beta-D-glucosaminyl)-L-threonine +  
3-O-methyldopa 
3-selenino-L-alanine +  
3-thio-L-aspartic acid +  
4,5-dichloro-2-n-octyl-3(2H)-isothiazolone  
4-(3-methylbut-2-enyl)-L-tryptophan 
4-(S-L-cysteinyl)-L-glutamic acid 
4-[(2-aminophenyl)thio]butylphosphonic acid 
4-aminobenzenesulfonic acid 
4-chloro-L-phenylalanine 
4-chloro-L-threonine +  
4-fluoro-L-phenylalanine 
4-fluoro-L-threonine 
4-fluorophenyl-L-alanine 
4-hydroxy-4-methylglutamate 
4-hydroxy-4-methylglutamic acid 
4-hydroxy-L-glutamic acid +  
4-hydroxy-L-lysine +  
4-hydroxy-L-proline +  
4-hydroxy-L-threonine 
4-hydroxy-L-tryptophan 
4-Methyl-L-glutamate 
4-methylene-L-glutamic acid 
4-methylene-L-glutamine 
4-nonylphenol  
4-O-(beta-L-Araf)-cis-L-Hyp 
4-O-(beta-L-Araf-(1->2)-beta-L-Araf-(1->2)-beta-L-Araf)-cis-L-Hyp 
4-oxo-L-proline 
4-phospho-L-aspartic acid +  
5'-(N(6)-L-lysine)-L-tyrosylquinone +  
5-chloro-L-tryptophan +  
5-fluorouracil  
5-hydroxy-L-kynurenine +  
5-hydroxy-L-tryptophan 
5-iodo-L-histidine 
5-methyl-1H-benzotriazole 
5-methyl-L-arginine +  
5-oxo-L-proline +   
6,7-dichloro-L-tryptophan 
6-amino-3-(methoxymethyl)-5-spiro[2H-pyrano[2,3-c]pyrazole-4,4'-thiane]carbonitrile 
6-chloro-L-tryptophan 
6-diazo-5-oxo-L-norleucine 
6-fluoro-L-dopa +  
6-hydroxy-L-dopa 
6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole +   
6:2 fluorotelomer unsaturated carboxylic acid 
6alpha-methylprednisolone +   
7-(3-methylbut-2-enyl)-L-tryptophan 
7-chloro-L-tryptophan 
7-hydroxy-L-tryptophan +  
8,9-dihydro-8-(S-glutathionyl)-9-hydroxyaflatoxin B1  
8:2 fluorotelomer unsaturated carboxylic acid 
Ac-Asp-Glu-Val-Asp-H 
Ac-Tyr-Val-Ala-Asp-7-amino-4-trifluoromethylcoumarin 
acamprosate  
acesulfame 
acetamides +   
acetamiprid +   
acetochlor  
acetophenone +   
acid red 4 
acivicin  
aconine 
acylamide +  
agaritine 
alachlor  
Albendazole sulfone 
Albendazole-2-aminosulfone 
Albendazole-beta-hydroxysulphone 
Albendazole-gamma-hydroxysulphone 
albuterol +   
aliphatic amide +  
aliphatic sulfide +   
alkanesulfinate +  
alliin +   
alpha,beta-unsaturated carboxylic acid amide +   
alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->4)-alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-(1->3)-L-Ser 
alpha-methyl-L-dopa +   
alpha-methyl-L-tyrosine 
alprazolam  
amastatin  
ametryn  
amido monocarboxylic acid amide +  
amidotrizoic acid +   
amikacin  
amino acid amide +   
aminophenazone  
amisulpride  
amitraz  
amitriptyline +   
amphetamine +   
antazoline  
anticapsin 
antipyrine +   
arsenoacetic acid 
arsenocholine 
aryl sulfide +   
ascr#8 
aspartame  
asulam 
atenolol +   
atomoxetine +   
atorvastatin 
atorvastatin calcium trihydrate 
atraton 
atrazine +   
aureoquinone 
azaserine 
AZD1979 +  
azithromycin +   
azoxystrobin  
barbituric acid +   
bentazone  
benthiavalicarb +  
benzene +   
benzo[d]isothiazol-3-one  
benzothiazole +   
benzotriazole +   
benzoylhypaconine  
beta-(N(pros)-L-histidino)-L-tyrosine 
beta-guanidino-L-alanine 
beta-L-aspartylhydroxamic acid 
bezafibrate  
biapenem 
bicalutamide  
biocytin +  
biotin-valyl-alanyl-aspartyl-fluoromethyl ketone 
bis(2-butoxyethyl)phthalate 
bis-(4-hydroxybenzyl)sulfide 
bisperfluorodecyl phosphate 
bisperfluorooctyl phosphate 
bisphenol A +   
bortezomib  
boscalid +  
brilliant green  
brilliant green cation +   
bromacil  
bromodichloromethane  
bupropion +   
butachlor  
caffeine +   
caldariellaquinol 
caldariellaquinone 
candesartan  
carbamazepine +   
carbetamide 
Carbophenothion  
carboxynorspermidine 
carpropamid +  
celesticetin 
ceramide +   
cetirizine  
chloral hydrate  
chloramphenicol +   
chloridazon 
Chlorobenside 
chlorofluorocarbon +  
chloromethylisothiazolinone +   
chlorotoluron  
chlorpyrifos  
chlorpyrifos-methyl  
chrysopine +  
cilastatin  
The thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4.
cilastatin sodium 
ciprofloxacin +   
cis-14-hydroxy-10,13-dioxo-7-heptadecenoic acid L-aspartate ester 
cis-4-hydroxy-L-proline +  
citalopram  
clarithromycin  
clethodim 
climbazole  
clindamycin +   
clomazone 
clothianidin +   
clotrimazole  
clozapine  
cobyrinic acid a,c diamide +  
cocaine  
codeine +   
coprine 
coprostanol +  
crassicauline A 
cumene hydroperoxide  
cyanazine +   
cyanuric acid  
cyclohexylsulfamic acid 
cyclophosphamide +   
cyclopropylcarboxamide +  
cymoxanil 
cyproconazole  
cyprodinil  
cystathionine +   
cysteine protease inhibitor +   
cytonic acid A 
cytonic acid B 
daclatasvir 
decarbamoylsaxitoxin 
decylamine-N,N-dimethyl-N-oxide 
deoxyhypusine +  
desmedipham 
desmethylnaproxen  
desmethylranitidine 
dexamethasone +   
dextromethorphan +   
Diallyl sulfide  
diazepam +   
diazinon  
dibenzodioxine +   
dibenzofuran +   
dibutyl phthalate  
dicamba  
dicarboxylic acid amide +   
dichlorprop 
diclocymet 
diclofenac +   
dieldrin  
difenoconazole  
diflufenican 
diglyme 
dimethachlor 
dimethenamid 
dimethoate  
dimethomorph  
dinoflagellate luciferin 
dinoseb +   
discadenine 
diuron  
dodecyl sulfate +   
domoic acid  
DP-987 
dronedarone  
E64 
EC 3.4.21.39 (chymase) inhibitor +  
EC 3.4.21.64 (peptidase K) inhibitor +  
EC 3.4.24.* (metalloendopeptidase) inhibitor +   
eliglustat  
eltrombopag  
environmental food contaminant +   
epoxiconazole  
eprosartan +   
erythro-5-phosphonooxy-L-lysine 
erythromycin +   
eslicarbazepine acetate 
ethambutol +   
ethion  
ethofumesate 
exemestane  
felinine 
fenamidone  
fenobucarb  
fenofibrate  
fenoxanil 
fenoxycarb  
fenpropidin 
fenpropimorph 
fipronil  
fipronil-sulfide 
flonicamid 
fluazifop 
fluazinam  
fluconazole +   
flufenacet  
flufiprole 
flumequine  
fluorenes +   
fluoxetine  
fluroxypyr 
flusilazole  
fluthiacet +  
fluthiacet-methyl 
FMN-L-threonine +  
foramsulfuron 
foresaconitine 
formaldehyde +   
formamides +   
fructoselysine 6-phosphate 
furanomycin 
furosemide  
gabapentin +   
gamma-carboxy-L-glutamic acid +  
gamma-glutamyl-beta-aminopropiononitrile 
gamma-glutamyl-gamma-aminobutyraldehyde 
gamma-hydroxy-L-arginine +  
gamma-L-glutamylputrescine 
gemcitabine +   
glioperazine B 
glucoberteroin +  
glucoerucin +   
glucoiberverin 
glutathione +   
glutathione amide disulfide 
glutathione S-sulfinate 
glutathione sulfonate 
glycerol 1-phosphoserine +  
glyoxal-lysine dimer 
glyoxamides +  
grixazone A 
grixazone B 
GS26575 
halicin 
hepatitis C protease inhibitor +   
hercynylcysteine sulfoxide 
HIV protease inhibitor +   
homoserine +  
hydrochlorothiazide  
hydroxamic acid +   
hydroxamic acid ester +   
hypaconine 
hypaphorine 
hypusine +  
ibuprofen +   
ifosfamide  
imazamox  
imidacloprid +   
imidothioate +   
indan-1-ol +   
indoleacetic acid amide conjugate +  
indometacin +   
iobitridol 
iohexol  
iomeprol  
iooxitalamic acid  
iopamidol  
iopromide  
ioxynil  
iprovalicarb 
irbesartan  
irgarol 1051 
isocyanuric acid +   
isonocardicin A 
isonocardicin C 
isoprothiolane +   
isoproturon  
JMV 390-1 
kainic acid +   
ketamine +   
ketoprofen  
kresoxim-methyl  
L-2,4,6-trimethylphenylalanine +  
L-2-amino-3-oxobutanoic acid 
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 
L-2-amino-4-chloropent-4-enoic acid 
L-2-aminopimelic acid 
L-3-oxoalanine +  
L-6'-bromotryptophan +  
L-Albizziine 
L-alloisoleucine +  
L-allysine +  
L-alpha-(methylidenecyclopropyl)glycine 
L-alpha-aminobutyric acid +  
L-beta-carboxyaspartic acid 
L-beta-ethynylserine 
L-beta-methylthioasparagine 
L-beta-methylthioaspartic acid 
L-BMAA 
L-canaline 
L-canavanine 
L-cysteic acid 
L-cysteine 2-naphthylamide 
L-cysteine amide 
L-cysteine methyl disulfide 
L-cysteine methyl ester 
L-cysteine oxazolecarboxylic acid 
L-cysteine oxazolinecarboxylic acid 
L-cysteine thiazolecarboxylic acid 
L-cysteine thioether +   
L-cysteine-S-dioxide +  
L-cysteinyl ester +  
L-cystine +   
L-cystine di-2-naphthylamide 
L-cystine mono-2-naphthylamide 
L-dihydroanticapsin 
L-djenkolic acid 
L-dopa +  
L-enduracididine 
L-erythro-beta-hydroxyasparagine 
L-gamma-carboxyglutamic acid 
L-glutamic acid 5-methyl ester 
L-homoarginine 
L-homocitrulline +  
L-homolanthionine 
L-homophenylalanine 
L-indospicine 
L-kynurenine +  
L-lanthionine 
L-Lathyrine 
L-lupinic acid 
L-m-tyrosine 
L-methionine sulfone +  
L-methionine sulfoximine +  
L-mimosine  
L-norleucine +  
L-O,2,3-trimethyltyrosine +  
L-ornithine +   
L-polyhomomethionine +  
L-propargylglycine +  
L-serine O-sulfate 
L-thialysine +  
L-thyroxine +  
L-topaquinone +  
L-vinylglycine 
laccaridione A 
laccaridione B 
lactam +   
lamotrigine  
lanthionine +   
LDW639 
ledipasvir +  
lehualide I 
lenacil 
leukotriene C3 
leukotriene D3 
leukotriene D4  
leukotriene E3 +  
leukotriene E4 +   
leukotriene F4 
levetiracetam  
licarbazepine +  
lidocaine +   
linuron  
lucensimycin E 
lysidine +  
lysidine monophosphate +  
m-fluoro-L-phenylalanine 
malachite green 
mannopine 
mecoprop  
mefenamic acid  
melphalan  
mephedrone  
meropenem +   
meso-lanthionine 
mesotrione +   
metalaxyl 
metamitron +  
metazachlor  
metformin  
metformin hydrochloride +  
methadone +   
methamphetamine +   
methiocarb  
methomyl +   
methoxyfenozide  
methyl 3-(4-chlorophenyl)-3-\{[N-(isopropoxycarbonyl)valyl]amino\}propanoate +  
methyl 3-(\{2-[(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl)oxy]ethyl\}sulfanyl)propanoate 
methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate +  
methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate +  
methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate +  
methyl N-(tert-butoxycarbonyl)-3-[2-(2,6-dichlorophenyl)-4-(phenylsulfanyl)-1,2,3,4,4a,8a-hexahydro-6-quinolyl]alaninate 
methyl sulfide +   
methyl-L-glutamic acid +  
methylglyoxal-lysine dimer 
metoclopramide  
metolachlor  
metoprolol  
metribuzin 
metronidazole +   
metsulfuron methyl  
microcystin LF  
microcystin LW 
microcystin RR  
microcystin-LR  
MMP-9-IN-1 
moclobemide  
mono(5-carboxy-2-ethylpentyl) phthalate  
monocarboxylic acid amide +   
monuron  
morphine +   
myclobutanil 
mycophenolic acid +   
N(2)-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]-N-butyl-L-cysteinamide 
N(2)-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-cysteinamide 
N(2)-[(R)-2-amino-2-phenylacetyl]-N-butyl-L-cysteinamide 
N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid 
N(4)-glycosyl-L-asparagine +  
N(5)-methyl-L-arginine 
N(6),N(6)-dimethyl-L-lysine +  
N(6)-(1-carboxyethyl)-L-lysine 
N(6)-(glycylglycyl)-L-lysine +  
N(6)-[(indol-3-yl)acetyl]-L-lysine 
N(6)-acetimidoyl-L-lysine 
N(6)-carboxy-L-lysine +  
N(6)-carboxymethyl-L-lysine +  
N(6)-dansyl-L-lysine 
N(6)-formyl-L-lysine +  
N(6)-glycyl-L-lysine 
N(6)-methyl-L-lysine +  
N(delta)-hydroxy-L-arginine 
N(delta)-hydroxy-N(omega)-hydroxy-N(omega)-methyl-L-arginine zwitterion 
N(delta)-hydroxy-N(omega)-methyl-L-argininium 
N(delta)-hydroxy-N(omega)-methyl-L-citrulline zwitterion 
N(delta)-hydroxy-N(omega)-methyl-N(omega)-nitroso-L-citrulline zwitterion 
N(gamma)-nitro-L-arginine 
N(omega),N'(omega)-dimethyl-L-arginine +  
N(omega),N(omega)-dimethyl-L-arginine +  
N(omega)-hydroxy-L-arginine +  
N(omega)-methyl-L-arginine  
N(omega)-phospho-L-arginine 
N(pros)-methyl-L-histidine +  
N(pros)-methyl-L-histidine zwitterion 
N(pros)-phospho-L-histidine +  
N(tele)-methyl-L-histidine +  
N,N-diethyl-m-toluamide  
N-(2,4-dinitrophenyl)-L-proline 
N-(5'-phosphopyridoxyl)-L-alanine 
N-(5-\{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl\}-1,3-thiazol-2-yl)-1-(N,N-dimethylglycyl)piperidine-4-carboxamide 
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 
N-(5-\{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl\}-1,3-thiazol-2-yl)piperidine-4-carboxamide 
N-(5-\{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl\}-1,3-thiazol-2-yl)tetrahydro-2H-pyran-4-carboxamide 
N-(L-isoaspartyl)-L-cysteine 
N-12-oxomyristoyl-L-cysteine residue 
N-12R-hydroxymyristoyl-L-cysteine residue 
N-[(R)-4-phosphopantothenoyl]-L-cysteine 
N-[(R)-pantothenoyl]-L-cysteine +  
N-acetyl-L-cysteine +   
N-acetyl-S-(2-succino)-L-cysteine 
N-acetyl-S-(N-ethylsuccinimido)-L-cysteine 
N-acetyl-S-phenacyl-L-cysteine 
N-acetylalliin 
N-acyl hemiaminal +  
N-acyl-amino acid +   
N-acylammonia +   
N-acylazetidine +   
N-acylethanolamine phosphate +  
N-acylindole +   
N-acyllysophosphatidyl-L-serine +  
N-butyl-N(2)-(2-thienylacetyl)-L-cysteinamide 
N-butyl-N(2)-[(2Z)-2-(2-furyl)-2-(methoxyimino)acetyl]-L-cysteinamide 
N-butyl-N(2)-[(R)-2-hydroxy-2-phenylacetyl]-L-cysteinamide 
N-carbamoyl-L-cysteine 
N-carbonyldiazepane +  
N-carboxy-L-methionine +  
N-ethyl-L-asparagine 
N-ethylperfluorooctane sulfonamidoacetic acid 
N-formyl-L-kynurenine +  
N-methyl-L-alpha-amino acid +   
N-methylperfluorooctane sulfonamidoacetic acid 
N-nitrosopiperidine  
N-pyruvic acid 2-iminyl-L-cysteine 
N4-hydroxymethyl-L-asparagine 
naltrexone  
naphthalene +   
naphthalene-2,7-disulfonic acid 
naphthalene-2-sulfonic acid 
napropamide  
naproxen +   
neohesperidin dihydrochalcone  
neotame  
nicosulfuron 
nitroglycerin  
nizatidine  
norfloxacin  
norverapamil  
nylons 
O(4)-phospho-L-tyrosine +  
O-(2-aminoethyl)-L-serine 
O-(3-O-beta-D-galactosyl-N-acetyl-alpha-D-galactosaminyl)-L-serine +  
O-(3-O-D-galactosyl-N-acetyl-beta-D-galactosaminyl)-L-serine 
O-(alpha-D-mannosyl)-L-serine +  
O-(N-acetyl-alpha-D-galactosaminyl)-L-serine +  
O-(N-acetyl-alpha-D-galactosaminyl)-L-threonine +  
O-(pantetheine-4'-phosphoryl)serine +  
O-(S-acylpantetheine-4'-phosphoryl)serine +  
O-[N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-alpha-D-galactosaminyl]-L-serine +  
O-[N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-alpha-D-galactosaminyl]-L-threonine +  
O-carbamoyl-L-serine 
O-methylserine 
O-phospho-L-threonine +  
O-ureido-L-serine 
octane +   
octhilinone  
orbencarb 
oseltamivir +   
ovothiol A 
ovothiol A disulfide 
oxazepam  
oxidized dinoflagellate luciferin 
oxybenzone  
palmitoyl-L-cysteine +  
pantoprazole  
pantothenic acids +   
paracetamol +   
parathion-methyl  
pendimethalin  
pentamidine  
pentosidine 
peptide +   
perfluorobutyric acid  
perfluorodecanoic acid  
perfluorodecyl phosphate 
perfluorododecanoic acid  
perfluoroheptanoic acid  
perfluorohexanoic acid  
perfluorononanoic acid  
perfluorooctane sulfonamidoacetic acid 
perfluorooctanoic acid  
perfluorooctyl phosphate 
perfluoropentanoic acid  
perfluoroundecanoic acid  
persistent organic pollutant +   
pethoxamide 
phenanthrene +   
phenanthrenes +   
Phenkapton 
phenmedipham 
phenylhydrazine +   
Phosphoallohydroxy-L-lysine 
phycourobilin-bis-L-cysteine 
pinoxaden 
pinoxaden acid +  
pioglitazone +   
pirimicarb  
pirimiphos-methyl  
pravastatin  
prednisolone +   
primary carboxamide +   
primidone  
prochloraz  
prometon  
prometryn  
propachlor  
propamocarb  
propane-2-sulfonate 
propaquizafop 
propazine  
propene +   
propiconazole  
propranolol +   
prosulfocarb 
prothioconazole  
pseudoephedrine 
psicosyllysine 
pymetrozine  
pyraclostrobin 
pyrafluprole 
pyridine +   
pyridinecarboxamide +   
pyrimethanil  
pyrocatechol sulfate 
pyrocatechol sulfate(1-) 
quinmerac 
rac5c 
ranitidine +   
reserpine  
ribozinoindole-1 
rimsulfuron 
ritonavir +   
rosuvastatin  
S-(1,2-dichlorovinyl)-L-cysteine +   
S-(1,4-dihydroxynonan-3-yl)-L-cysteine 
S-(12-hydroxyfarnesyl)-L-cysteine residue 
S-(15-deoxy-Delta(12,14)-prostaglandin J2-9-yl)cysteine residue(1-) 
S-(2-boronoethyl)-L-cysteine 
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine 
S-(4-nitrobenzyl)glutathione 
S-(4-oxobutan-2-yl)glutathione 
S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine 
S-(5-acetamido-2-hydroxyphenyl)cysteine 
S-(5-histidyl)cysteine sulfoxide 
S-(6-FMN)-L-cysteine 
S-(8alpha-FAD)-L-cysteine 
S-(ADP-ribosyl)-L-cysteine +  
S-(diphytanylglyceryl)-L-cysteine residue 
S-(Hydroxyphenylacetothiohydroximoyl)-L-cysteine 
S-(Indolylmethylthiohydroximoyl)-L-cysteine 
S-(long-chain fatty acyl)-L-cysteine +  
S-(Phenylacetothiohydroximoyl)-L-cysteine 
S-[(2E,6E)-farnesyl]-L-cysteine methyl ester +  
S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 
S-[2-hydroxy-3-(4-nitrophenoxy)propyl]glutathione 
S-acetyl-L-cysteine 
S-adenosyl-3-thiopropylamine 
S-adenosyl-L-cysteine 
S-adenosyl-L-homocysteine  
S-alkyl-L-cysteine S-oxide +  
S-anthraniloyl-L-cysteine +  
S-carboxymethyl-L-cysteine 
S-ethylhomocysteine +   
S-farnesyl-L-cysteine +  
S-glycosyl-L-cysteine +  
S-glycyl-L-cysteine 
S-hydrocarbyl-L-cysteine +   
S-hydroxy-L-cysteine +  
S-methyl-L-thiocitrulline  
S-nitroso-L-cysteine +   
S-octanoyl-L-cysteine 
S-oxy-L-cysteine +  
S-phycocyanobilin-L-cysteine 
S-phycoerythrobilin-L-cysteine 
S-phytochromobilin-L-cysteine 
S-substituted L-cysteine +   
S-substituted N-acetyl-L-cysteine +  
S-sulfanylglutathione 
saccharin +   
Se-methyl-L-selenocysteine +   
sebuthylazine 
secbumeton 
secondary carboxamide +   
serine protease inhibitor +   
serine proteinase inhibitor +   
simazine  
simeconazole 
simeton 
Sirius red 4B 
Sirius red 4B (acid form) 
sitagliptin +  
SL-327  
sodium aurothiomalate  
sotalol  
spermidine hydroxycinnamic acid conjugate +  
spironolactone  
spiroxamine  
steroid sulfide +  
streptothricin +  
streptothricin acid +  
sucralose  
sugammadex 
sulcotrione 
sulfadiazine  
sulfadimethoxine  
sulfamethazine +   
sulfamethoxazole +   
sulfapyridine  
sulfathiazole +  
sulfluramid 
synthetic auxin +   
systemic acquired resistance inducing compounds 
tabtoxinine beta-lactam +  
tebuconazole  
tebufenozide  
tebutam 
teflubenzuron 
telmisartan  
temephos  
terbumeton 
terbutryn  
terbutylazine  
tertiary carboxamide +   
tetraconazole  
Thalassemine 
thia-alkylglucosinolic acid +   
thiacloprid +   
thiamethoxam +   
thifensulfuron-methyl 
thiodicarb  
thiopental  
thiopurine +   
threo-3-methyl-L-aspartic acid 
tiamulin  
Tnp-Gln 
trabectedin  
tramadol  
triadimefon  
tricarboxylic acid amide +  
trichlopyr  
trichlorofluoromethane 
triclocarban  
triclosan  
trifluoro-L-methionine 
trifluoroacetamide +   
trifluralin  
trimethoprim +   
trimipramine +   
trinexapac-ethyl 
triphenylmethane +   
tris(2-butoxyethyl) phosphate  
tritosulfuron 
troleandomycin  
tryptophan N-glucoside 
tyclopyrazoflor 
tylosin  
tyrosine-4-azobenzenearsonate 
tyrphostin AG 825 
uranyl hydrogenphosphate 
valsartan +   
venlafaxine +   
verapamil  
xenobiotic organic ethers 
ximelagatran  
yunaconitine 
Z-Val-Ala-Asp(OMe)-CH2F 

Synonyms
Exact Synonyms: (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid
Related Synonyms: (L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid ;   (Z)-(S)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-enyl-L-cysteine ;   (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid ;   Formula=C16H26N2O5S ;   InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1 ;   InChIKey=DHSUYTOATWAVLW-WFVMDLQDSA-N ;   SMILES=CC1(C)C[C@@H]1C(=O)N\\C(C(O)=O)=C/CCCCSC[C@H](N)C(O)=O ;   cilastatina ;   cilastatine ;   cilastatinum
Alternate IDs: CHEBI:109454 ;   CHEBI:143261 ;   CHEBI:41538
Xrefs: Beilstein:6895069 ;   CAS:82009-34-5 ;   DrugBank:DB01597 ;   Drug_Central:640 ;   KEGG:C01675 ;   KEGG:D07698
Xref Mesh: MESH:D015377
Xrefs: PDBeChem:CIL ;   PMID:3495664 ;   Patent:EP48025 ;   Patent:EP48301 ;   Patent:EP72014 ;   Reaxys:6895069 ;   Wikipedia:Cilastatin
Cyclic Relationships: is_conjugate_acid_of CHEBI:59512

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.