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Term:
S-methyl-L-thiocitrulline (CHEBI:90712)
Annotations: Rat: (3) Mouse: (3) Human: (3) Chinchilla: (0) Bonobo: (0) Dog: (0) Squirrel: (0) Pig: (0)
Parent Terms Term With Siblings Child Terms
(+)-schisandrin B  
(+)-sesamin +   
(-)-demethoxylpinoresinol 
(-)-epigallocatechin 3-gallate  
(12R)-hydroxy-10,11-dihydroleukotriene E4 
(25R)-cholest-5-ene-3beta,26-diol +   
(2R)-2-ammonio-2-carboxylatoethyl-disulfanyl-oxopropanoate 
(2R*,3R*)-2,3-dihydro-7-hydroxy-2,3-dimethyl-2-[4,8-dimethyl-3(E)-7-nonadien-6-onyl]furo[3,2-c]coumarin 
(2S)-2-amino-4-phosphonobutanoic acid 
(2S)-amino[(4R)-2-iminohexahydropyrimidin-4-yl]acetic acid 
(2S*,3R*)-2,3-dihydro-7-hydroxy-2,3-dimethyl-2-[4,8-dimethyl-3(E),7-nonadien-6-onyl]-furo[3,2-c]coumarin 
(2S*,3R*)-2,3-dihydro-7-methoxy-2,3-dimethyl-2-[4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl]-furo[3,2-c]coumarin 
(2S,3R)-capreomycidine 
(2S,3S)-beta-methylphenylalanine 
(2S,4R)-hypoglycin A +  
(2S,4S)-hypoglycin A +  
(3R,4S,1'R)-3-(1'-hydroxyethyl)-4-methyldihydrofuran-2(3H)-one 
(3S)-3-hydroxy-L-asparagine 
(3S)-3-hydroxy-L-enduracididine 
(3S)-3-hydroxy-L-lysine 
(3S)-3-hydroxy-L-ornithine 
(3S,4S)-3,4-dihydroxy-L-proline 
(4R)-5-oxo-L-leucine 
(4S)-4-hydroxy-L-isoleucine 
(N(omega)-L-arginino)succinic acid  
(RS)-mallotophilippen E 
(S)-2-amino-6-boronohexanoic acid 
(S)-3,5-dihydroxyphenylglycine  
(S)-ATPA 
1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone 
1-(L-norleucin-6-yl)pyrraline 
1-(L-norvalin-5-yl)pyrraline 
1-hydroxy-5-phenyl-3-pentanone 
1-isothiocyanato-6-(methylsulfanyl)hexane 
1-O-acetyl-4R,6S-britannilactone 
14-carboxy-15,16,17,18,19,20-hexanor-leukotriene E3 
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 
2,5-dihydrophenyl-L-alanine 
2,5-diiodo-L-histidine 
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-[3-carboxy-3-(dimethylamino)propyl]-L-histidine 
2-[3-carboxylato-3-(trimethylammonio)propyl]-L-histidine +  
2-hydroxy-5-[(1E)-(2-phenylethylidene)amino]-L-tyrosine 
2-hydroxy-L-tryptophan 
2-L-arginyl-1,3-benzothiazole-6-carboxylic acid 
2-L-bromohistidine 
2-methyl-L-glutamine 
2-methyl-L-serine +  
20-carboxyleukotriene E4 
20-hydroxy-leukotriene E4 
20-oxoleukotriene E4 
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-(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-\{(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-hydroxymethyl-4-methyl-furan-2(5H)-one 
3-iodo-L-tyrosine +  
3-methyl-L-lanthionine 
3-methyl-L-tyrosine 
3-Methylamino-L-alanine 
3-methylthioaspartic acid +  
3-nitro-L-tyrosine +  
3-O-(N-acetyl-beta-D-glucosaminyl)-L-serine +  
3-O-(N-acetyl-beta-D-glucosaminyl)-L-threonine +  
3-O-methyl-isosecotanapartholide 
3-O-methyldopa 
3-selenino-L-alanine +  
3-thio-L-aspartic acid +  
4-(3-methylbut-2-enyl)-L-tryptophan 
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-hydroxycinnamaldehyde 
4-Methyl-L-glutamate 
4-methylene-L-glutamic acid 
4-methylene-L-glutamine 
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 +  
5,5-dimethyl-1-pyrroline N-oxide  
5-chloro-L-tryptophan +  
5-hydroxy-L-kynurenine +  
5-hydroxy-L-tryptophan 
5-hydroxyzerumbone 
5-iodo-L-histidine 
5-methyl-L-arginine +  
5-oxo-L-proline +   
6,7-dichloro-L-tryptophan 
6-chloro-L-tryptophan 
6-diazo-5-oxo-L-norleucine 
6-fluoro-L-dopa +  
6-hydroxy-L-dopa 
6-propyl-2-thiouracil  
6alpha-methylprednisolone +   
7-(3-methylbut-2-enyl)-L-tryptophan 
7-chloro-L-tryptophan 
7-chlorokynurenic acid  
7-hydroxy-L-tryptophan +  
7-ketocholesterol  
acetyl-L-ornithine +  
acivicin  
acteoside  
agaritine 
ainsliadimer A 
ajugaciliatin B 
ajugamarin A1 chlorohydrin 
ajugamarin A2 chlorohydrin 
albiflorin +   
alliin +   
alliin zwitterion 
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 
alpha-N-substituted L-arginine +  
alpha-tocotrienol  
amburoside A 
amidinoproclavaminic acid 
aminoguanidine +   
ananolignan F 
ananolignan L 
anticapsin 
apelin-12 
apelin-13 
argon(0) 
argpyrimidine 
aspernigrin B 
aspirin-triggered protectin D1 
astragaloside IV  
astressin  
auraptene  
azaserine 
beta-(N(pros)-L-histidino)-L-tyrosine 
beta-guanidino-L-alanine 
beta-L-aspartylhydroxamic acid 
biocytin +  
bis(7)-tacrine 
bis-(4-hydroxybenzyl)sulfide 
bisorcic 
Bz-Arg-OEt 
cannabigerol  
carboxynorspermidine 
CDP-choline  
CGP-42112A  
choline alfoscerate 
cilastatin  
cilostazol  
cis-14-hydroxy-10,13-dioxo-7-heptadecenoic acid L-aspartate ester 
cis-4-hydroxy-L-proline +  
clobenpropit  
coprine 
CORM 3 
creatine +   
curcumin +   
cyanidin cation +   
cycloheximide  
D-nopaline 
dantrolene  
Delta(9)-tetrahydrocannabinolic acid  
deoxyamidinoproclavaminic acid 
deoxyhypusine +  
dihydrolipoic acid +   
dihydroxanthohumol 
Dimaprit  
dimethyloxalylglycine 
dinoflagellate luciferin 
discadenine 
domoic acid  
DP-987 
ebselen  
erythro-5-phosphonooxy-L-lysine 
etazolate  
ethoxyquin  
ethylisopropylamiloride  
ETHYLISOTHIOUREA 
fangchinoline  
felbamate  
felinine 
flavalin A 
flavalin B 
FMN-L-threonine +  
formamidine +   
fructoselysine 6-phosphate 
fucoxanthin  
fukanefuromarin A 
fukanefuromarin B 
fukanefuromarin C 
fukanefuromarin D 
fukanefuromarin E 
fukanefuromarin F 
fukanefuromarin G 
fukanemarin A 
fukanemarin B 
furanomycin 
futokadsurin A 
futokadsurin B 
futokadsurin C 
galgravin 
gamma-carboxy-L-glutamic acid +  
gamma-glutamyl-beta-aminopropiononitrile 
gamma-glutamyl-gamma-aminobutyraldehyde 
gamma-hydroxy-L-arginine +  
gamma-L-glutamylputrescine 
ginkgolide B  
ginsenoside Rb1  
ginsenoside Rb3 
ginsenoside Rd +   
ginsenoside Re  
ginsenoside Rg1  
Glu-Asp-Arg 
glycerol 1-phosphoserine +  
glycoursodeoxycholic acid  
glyoxal-lysine dimer 
gossypin 
hinokiflavone  
homoserine +  
huperzine A  
hydroxy-L-arginine +  
hydroxysafflor yellow A  
hypusine +  
ilomastat  
imetit  
indicanone 
indirubin-3'-monoxime  
interiotherin C 
isonocardicin A 
isonocardicin C 
isosecotanapartholide 
juglanin A 
kainic acid +   
ketone body +   
kynurenic acid +   
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-arginine 2-naphthylamide 
L-arginine amide 
L-arginine ester +  
L-arginine hydroxamate 
L-beta-carboxyaspartic acid 
L-beta-ethynylserine 
L-beta-methylthioasparagine 
L-beta-methylthioaspartic acid 
L-BMAA 
L-canaline 
L-canavanine 
L-citrulline +  
L-cysteic acid 
L-cystine +   
L-dihydroanticapsin 
L-djenkolic acid 
L-dopa +  
L-enduracididine 
L-erythro-beta-hydroxyasparagine 
L-gamma-carboxyglutamic acid 
L-glutamic acid 5-methyl ester 
L-glutamine +   
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-ornithine 2-naphthylamide 
L-polyhomomethionine +  
L-propargylglycine +  
L-serine O-sulfate 
L-thialysine +  
L-thyroxine +  
L-topaquinone +  
L-vinylglycine 
leukotriene E3 +  
leukotriene E4 +   
liraglutide  
lixisenatide 
loganin +   
lysidine +  
lysidine monophosphate +  
m-fluoro-L-phenylalanine 
mallotophilippen A 
mallotophilippen B 
mallotophilippen C 
mallotophilippen D 
mannopine 
maysin 
meldonium  
melittin  
melphalan  
memantine  
memantine hydrochloride 
methanol extract of Sorbus alnifolia 
methyl 3,4-dihydroxybenzoate 
methyl propenyl ketone +  
methyl-L-glutamic acid +  
methylene blue  
methylglyoxal-lysine dimer 
methylguanidine +  
methylparaben  
morin  
myricitrin +   
N(2),N(5)-diacyl-L-ornithine +  
N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid 
N(4)-glycosyl-L-asparagine +  
N(5)-(L-1-carboxyethyl)-L-ornithine 
N(5)-acyl-L-ornithine +  
N(5)-anhydromevalonyl-N(5)-hydroxy-L-ornithine 
N(5)-ethyl-L-glutamine 
N(5)-hydroxy-L-ornithine 
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)-acetimidoyl-L-lysine dihydrochloride 
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(delta)-methyl-L-argininium 
N(gamma)-nitro-L-arginine 
N(gamma)-nitro-L-arginine methyl ester  
N(gamma)-nitro-L-arginine methyl ester hydrochloride 
N(omega),N'(omega)-dimethyl-L-arginine +  
N(omega),N(omega)-dimethyl-L-arginine +  
N(omega)-(ADP-D-ribosyl)-L-arginine 
N(omega)-hydroxy-L-arginine +  
N(omega)-hydroxy-N(delta)-methyl-L-argininium 
N(omega)-methyl-L-arginine  
N(omega)-nitroso-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-(2,4-dinitrophenyl)-L-proline 
N-(5'-phosphopyridoxyl)-L-alanine 
N-[3-(aminomethyl)benzyl]acetamidine  
N-acyl-L-arginine +  
N-arachidonoyl-L-serine 
N-benzoyl-L-arginine 2-naphthylamide +  
N-benzylhexadecanamide 
N-carboxy-L-methionine +  
N-ethyl-L-asparagine 
N-formyl-L-kynurenine +  
N-methyl-L-alpha-amino acid +   
N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys  
N-tert-butyl(3,5,6-trimethylpyrazin-2-yl)methanimine N-oxide 
N2-acyl-L-ornithine +  
N4-hydroxymethyl-L-asparagine 
neriifolin +  
nicotinamide +   
nitroflurbiprofen  
notoginsenoside R1  
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 
oleocanthal 
oleuropein aglycone 
oroxylin A +   
oroxylin A(1-) 
ovothiol A 
ovothiol A disulfide 
oxidized dinoflagellate luciferin 
oxygenated xanthohumol 
p-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe 
paliperidone 
paliperidone palmitate  
palmitoyl ethanolamide  
paraminabeolide A 
paraminabeolide B 
paraminabeolide C 
paraminabeolide D 
pentosidine 
Peptidyl-L-arginine 
phenethyl caffeate  
Phosphoallohydroxy-L-lysine 
phoyunbene A 
phoyunbene B 
phoyunbene C 
phoyunbene D 
pinocembrin +   
protectin D1 +  
psicosyllysine 
pyrrolidine dithiocarbamate  
rasagiline  
rhodotorulic acid  
rifampicin +   
rivastigmine  
rivastigmine tartrate 
Ro 31-8220  
rubimaillin  
S-(1,2-dichlorovinyl)-L-cysteine +   
S-(2-boronoethyl)-L-cysteine 
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine 
S-(5-histidyl)cysteine sulfoxide 
S-(Hydroxyphenylacetothiohydroximoyl)-L-cysteine 
S-(Indolylmethylthiohydroximoyl)-L-cysteine 
S-(Phenylacetothiohydroximoyl)-L-cysteine 
S-alkyl-L-cysteine S-oxide +  
S-anthraniloyl-L-cysteine +  
S-carboxymethyl-L-cysteine 
S-farnesyl-L-cysteine +  
S-hydrocarbyl-L-cysteine +   
S-hydroxy-L-cysteine +  
S-ISOPROPYL-ISOTHIOUREA 
S-methyl-L-thiocitrulline  
An L-arginine derivative in which the guanidino NH2 group of L-arginine is replaced by a methylsufanyl group.
S-octanoyl-L-cysteine 
S-oxy-L-cysteine +  
salvianolic acid B  
SB 203580  
SB 415286  
Se-methyl-L-selenocysteine +   
SL-327  
sodium phenylbutyrate 
sunitinib +   
tabtoxinine beta-lactam +  
tauroursodeoxycholic acid  
TDZD-8 
tenocyclidine 
teprenone  
tetramethylpyrazine  
Thalassemine 
thienodolin 
threo-3-methyl-L-aspartic acid 
tideglusib 
Tnp-Gln 
trifluoro-L-methionine 
triptoquinone A 
tropisetron  
tropisetron hydrochloride 
tryptophan N-glucoside 
tyrosine-4-azobenzenearsonate 
uridine triacetate 
valproic acid +   
WIN 55212-2  
xanthohumol B 
xanthohumol D 
Z-DEVD-FMK 
zaluzanin C 
ZAPA 
zerumboneoxide 

Synonyms
Exact Synonyms: N(5)-[imino(methylsulfanyl)methyl]-L-ornithine
Related Synonyms: Formula=C7H15N3O2S ;   InChI=1S/C7H15N3O2S/c1-13-7(9)10-4-2-3-5(8)6(11)12/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12)/t5-/m0/s1 ;   InChIKey=NGVMVBQRKZPFLB-YFKPBYRVSA-N ;   L-S-Methylthiocitrulline ;   N(delta)-(S-Methylisothioureido)norvaline ;   N5-(Imino(methylthio)methyl)-L-ornithine ;   S-Methylthiocitrulline ;   SMILES=C(O)([C@@H](N)CCCNC(=N)SC)=O
Xrefs: CAS:156719-41-4
Xref Mesh: MESH:C086717
Xrefs: PMID:24429483 ;   PMID:24726981 ;   PMID:24961237 ;   PMID:25571988 ;   PMID:25733243 ;   PMID:7523410 ;   Reaxys:6845151

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