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(R)-lactic acid +     
(S)-lactic acid +     
racemate +     
(+-)-chartaceone A 
(+-)-gamma-cadinene 
(+-)-menthol 
(R)-lactoyl-CoA 
(R)-S-lactoylglutathione 
(RS)-mallotophilippen E 
1-p-menthene 
2,4,6-trimethyl-DL-phenylalanine 
2-methyl-DL-serine 
A2-32-01 
A2-58-06 
acetic acid +   
adipic acid +   
AH23848  
AH23848 hemicalcium salt 
alpha-cypermethrin 
ammonium acetate  
ammonium hydroxide  
amphetamine +   
argemonine 
asenapine 
asenapine maleate 
asenapine(1+) +  
atropine +   
Bay-K-8644  
beflubutamid 
benalaxyl 
benproperine 
benproperine trihydrogen phosphate 
benzobicyclon 
benzobicyclon hydrolysate 
benzovindiflupyr 
bicalutamide  
bifonazole  
binapacryl 
bopindolol  
bromacil  
bromisoval 
bupivacaine  
bupivacaine hydrochloride (anhydrous) +  
bupivacaine hydrochloride hydrate 
bupivacaine(1+) +  
BW 245C 
carfentrazone +  
carfentrazone-ethyl 
chlozolinate  
cis-2,3-dihydro-3-hydroxyanthranilic acid 
cis-2,3-dihydro-3-hydroxyanthranilic acid zwitterion 
cis-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid 
cis-6-ammonio-5-oxocyclohex-2-ene-1-carboxylate 
cis-golgicide A +  
citalopram  
citalopram hydrobromide 
citalopram(1+) 
citric acid +   
climbazole  
cloquintocet-mexyl 
closantel  
conduritol B 
conduritol B epoxide  
cyflumetofen 
D-alanyl-(R)-lactic acid 
D-prephenyl lactate 
dichlorprop 
diflumetorim 
dimethenamid 
diniconazole  
dinoseb +   
disodium fumarate 
disodium malate 
DL-cycloserine 
DL-ethionine 
DL-homocysteic acid 
DL-methionine 2-naphthylamide 
DL-O,2,3-trimethyltyrosine 
DL-phenylalanine betaine 
DL-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol 
DL-tyrosine betaine 
eberconazole 
eberconazole nitrate 
econazole +   
econazole nitrate 
edelfosine  
enilconazole  
eperisone 
epoxiconazole  
esmolol +   
ethaboxam 
ethofumesate 
ethyl (2R)-lactate +  
ethyl mandelate 
famoxadone 
fenarimol  
fenbuconazole  
fenpropidin 
fenpropimorph 
fenticonazole 
fenticonazole nitrate 
ferric ammonium citrate  
fipronil  
fluazifop 
fluazifop-butyl  
fluindapyr 
flumequine  
flumipropyn 
fluoxetine  
fluoxetine hydrochloride 
flurtamone 
flutriafol 
fluvastatin  
fluvastatin sodium 
fluxametamide 
formoterol 
formoterol fumarate +   
formoterol(1+) +   
fotemustine  
fumaric acid +   
furalaxyl 
furametpyr 
glufosinate +   
haloxyfop +  
haloxyfop-etotyl 
haloxyfop-methyl 
haloxyfop-sodium 
hexaconazole  
iclaprim 
imazamox  
imazamox-ammonium 
imazapyr  
imazapyr-isopropylammonium 
isoconazole  
isoconazole nitrate 
ketoconazole  
ketorolac  
KI16425 
linalyl acetate  
lorglumide 
lorglumide sodium 
magnesium citrate 
malaoxon  
malathion  
malic acid +   
mandestrobin 
mandipropamid 
mecoprop  
mefenpyr +  
mefenpyr-diethyl 
mefentrifluconazole 
mefloquine  
meptyldinocap +   
metalaxyl 
methocarbamol 
methyl (R)-lactate +  
methylphenidate  
methylsuccinic acid 
metolachlor  
metolachlor ESA 
metolachlor OXA 
miconazole +   
miconazole nitrate 
modafinil  
monastrol 
monosodium fumarate 
myclobutanil 
N-benzoyl-DL-arginine 2-naphthylamide 
N-benzoyl-DL-phenylalanine 
N-benzoyl-DL-phenylalanine 2-naphthylamide 
nafenopin  
napropamide  
nebivolol  
nebivolol hydrochloride +  
nefopam  
nefopam hydrochloride 
nemonapride 
nicotine +   
nisoldipine  
norverapamil  
nuarimol 
o-tyrosine 
ofurace 
omeprazole +   
orciprenaline  
ormaplatin 
oxamniquine 
oxathiapiprolin 
oxpoconazole 
oxpoconazole fumarate 
oxybutynin +   
paclobutrazol  
paliperidone 
paliperidone palmitate  
pavine 
pefurazoate 
penconazole  
penflufen 
penthiopyrad 
piperalin 
potassium acetate 
potassium hydrogencarbonate 
prasugrel 
prasugrel hydrochloride  
proglumide +  
propoxyphene 
prothioconazole  
pydiflumetofen 
pyrimisulfan 
quizalofop 
quizalofop-ethyl  
rac-(3R,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid 
rac-1,2-di-O-dodecanylglycero-3-glutaric acid 6'-methylresorufin ester 
rac-1,2-dichloropropane +   
rac-1,2-diglyceride +  
rac-1,2-dioleoyl-3-palmitoylglycerol 
rac-1-monoacylglycerol +  
rac-1-oleoyl-3-palmitoylglycerol 
rac-10,11-trans-dihydroxy-10,11-dihydrocarbamazepine 
rac-3,4-methylenedioxy-N-ethylamphetamine  
rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluic acid +  
rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluic acid +  
rac-catechin 
rac-cis-4-dodecyl-2,5-dimethylmorpholine +  
rac-crizotinib 
rac-ethyl lactate 
rac-gabaculine 
rac-hygrine 
rac-lactic acid +   
A racemate comprising equimolar amounts of (R)- and (S)-lactic acid.
rac-laudanosoline 
rac-lisofylline 
rac-methyl 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluate +  
rac-methyl 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluate +  
rac-methyl lactate 
rac-methyl phenyl sulfoxide 
rac-nortilidine 
rac-selisistat 
rac-tamsulosin 
rac-tamsulosin hydrochloride 
rac-tamulosin hydrochloride 
rac-trans-4-dodecyl-2,5-dimethylmorpholine +  
rac-trans-4-dodecyl-2,6-dimethylmorpholine +  
ranolazine  
ritropirronium bromide +  
salmeterol 
sarin  
sebuthylazine 
secbumeton 
sertaconazole  
sertaconazole nitrate 
simeconazole 
SKF 38393  
SKF 38393 hydrobromide 
sodium lactate 
sulconazole  
sulfamazone 
tafenoquine 
talarozole 
tebuconazole  
tefluthrin 
tefuryltrione 
temafloxacin 
terconazole  
tetrabenazine  
tetraconazole  
tetramisole 
tetrindole 
tetrindole hydrochloride 
tetrindole mesylate 
thalidomide +   
theta-cypermethrin 
threo-5-hydroxy-DL-lysine 
tilidine 
tioconazole 
tosufloxacin 
tosufloxacin tosylate +  
tosufloxacin tosylate hydrate 
tosufloxacin(1+) +  
tramadol  
tramadol hydrochloride 
tramadol(1+) +  
trans-2,3-dihydro-3-hydroxyanthranilic acid 
trans-2,3-dihydro-3-hydroxyanthranilic acid zwitterion 
trans-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid 
trans-6-ammonio-5-oxocyclohex-2-ene-1-carboxylate 
trans-golgicide A +  
tranylcypromine  
tranylcypromine hydrochloride 
triadimefon  
triarimol 
triaziflam 
triticonazole 
tubulozole 
uniconazole 
vedaprofen 
verapamil  
verapamil hydrochloride 
vinclozolin  
warfarin  
warfarin potassium 
warfarin sodium 
warfarin(1-) +  
wiskostatin 
zoxamide  

Synonyms
Exact Synonyms: rac-2-hydroxypropanoic acid
Related Synonyms: 2-Hydroxypropanoic acid ;   2-Hydroxypropionic acid ;   E270 ;   Formula=C3H6O3 ;   InChI=1S/2C3H6O3/c2*1-2(4)3(5)6/h2*2,4H,1H3,(H,5,6)/t2*2-/m10/s1 ;   InChIKey=KVZLHPXEUGJPAH-QNDGGIRCSA-N ;   Lactic acid ;   Milchsaeure ;   SMILES=C(=O)([C@@H](O)C)O.C(=O)([C@H](O)C)O ;   alpha-hydroxypropanoic acid ;   alpha-hydroxypropionic acid
Alternate IDs: CHEBI:24998 ;   CHEBI:6351
Xrefs: Beilstein:1209341 "Beilstein" ;   CAS:50-21-5 "ChemIDplus" ;   CAS:50-21-5 "KEGG COMPOUND" ;   CAS:50-21-5 "NIST Chemistry WebBook" ;   DrugBank:DB04398 ;   KEGG:C01432 ;   KEGG:D00111 ;   LIPID_MAPS_instance:LMFA01050002 "LIPID MAPS"
Xref Mesh: MESH:D019344
Xrefs: PMID:17190852 "Europe PMC" ;   PMID:29079364 "Europe PMC" ;   Reaxys:1209341 "Reaxys" ;   Wikipedia:Lactic_acid
Cyclic Relationships: is_conjugate_acid_of CHEBI:24996

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