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Ontology Browser

Term:
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prodrug +   
(+)-aplasmomycin 
(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-10-amino-6-\{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy\}-14-ethyl-7,12-dihydroxy-4-\{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy\}-13-methoxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one 
(9S)-erythromycyclamine 
10-deoxymethymycin +  
2-hydroxy-17beta-estradiol +   
20-oxo-5-O-beta-mycaminosyltylactone 
21-deoxyconcanamycin A 
3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol hydrochloride 
4-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)pyrrolo[1,2-a]quinoxaline dimaleate  
4-phenylbutyric acid  
5-aminolevulinic acid +   
5-aminolevulinic acid hydrochloride 
5-O-beta-D-mycaminosyl-20-oxotylonolide 
5-O-beta-D-mycaminosyltylactone 
5-O-mycaminosyltylonolide 
abiraterone acetate 
acemetacin  
adefovir pivoxil  
alpha-N-dichloroacetyl-p-aminophenylserinol 
amifostine  
amodiaquine +   
amphotericin B +   
ampiroxicam 
amrubicin +  
ancitabine  
aripiprazole lauroxil 
azaribine  
azathioprine  
azilsartan kamedoxomil 
azilsartan medoxomil 
azithromycin +   
AZT-1152 
bacampicillin +  
bafilomycin A1  
baicalin  
balsalazide +   
bambuterol +   
bambuterol hydrochloride +  
beclomethasone dipropionate 
bempedoic acid 
benazepril  
bitolterol +   
boromycin 
brasilinolide A 
brasilinolide B 
brefeldin A +   
brivanib alaninate 
butane-1,4-diol +   
cabozantinib malate 
candicidin D +  
capecitabine  
carbimazole  
cefamandole nafate 
cefditoren pivoxil 
cefotiam hexetil dihydrochloride 
cefotiam hexetil ester +  
cefpodoxime proxetil 
ceftaroline fosamil +  
ceftaroline fosamil acetate +  
ceftaroline fosamil acetate monohydrate 
ceftobiprole medocaril 
cethromycin 
CGP 78608 hydrochloride 
cilazapril +   
cilazapril monohydrate  
clarithromycin  
clorazepate monopotassium +  
clorazepic acid 
codeine +   
colistimethate 
colistimethate sodium 
concanamycin +   
dabigatran etexilate 
dabigatran etexilate methanesulfonate 
dacarbazine +   
dalfopristin 
demethyllactenocin 
demethylmacrocin 
dextilidine +  
dextromethorphan +   
diloxanide furoate 
dipivefrin 
dipotassium clorazepate 
dirithromycin 
The hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde. As the oxazine ring containing the hemi-aminal group is unstable under both acidic and alkaline conditions, dirithromycin functions as a more lipid-soluble prodrug for (9S)-erythromycyclamine. Administered as enteric coated tablets to protect it from acid catalysed hydrolysis in the stomach, it is used to treat respiratory tract, skin, and soft tissue infections caused by susceptible organisms.
doxifluridine  
droxicam 
droxidopa 
enalapril +   
enalapril maleate 
erythromycins +   
etanidazole  
ethionamide +   
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate 
etnangien 
famciclovir 
fidaxomicin  
fingolimod +  
fingolimod hydrochloride  
flucytosine  
fludarabine phosphate 
fluphenazine decanoate 
fluticasone furoate +  
fosamprenavir 
fosaprepitant 
fosaprepitant dimeglumine 
foscarbidopa +  
Fosfluconazole 
fosinopril  
fosinopril sodium 
foslevodopa +  
gabapentin enacarbil 
gamithromycin 
gemcitabine +   
heroin  
imidapril +   
irinotecan  
irinotecan hydrochloride (anhydrous) +  
irinotecan hydrochloride hydrate 
isavuconazonium +  
isavuconazonium sulfate 
isopropyl unoprostone 
ixazomib citrate 
josamycin  
JTE-607 dihydrochloride 
JTE-607 free base 
L-dopa +  
lamivudine  
latanoprost  
leflunomide  
lefradafiban 
lenampicillin 
leucomycin V 
levomethorphan +  
lovastatin +   
loxoprofen +   
lucanthone +   
macrocin 
macrolide pesticide +   
mestranol  
metamizole 
metamizole sodium  
methyl 5-aminolevulinate +  
methyl 5-aminolevulinate hydrochloride 
methylprednisolone suleptanate 
methymycin 
metronidazole +   
metronidazole benzoate 
metronidazole hydrochloride 
midodrine  
migrastatin 
ML-210 
molnupiravir 
mycinamicin +  
mycophenolate mofetil  
myrophine +  
N-allyl-1-phenyl-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide 
N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide 
N-methyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide 
N-methylquipazine dimaleate 
nabumetone  
naproxcinod 
narbomycin 
natamycin  
nelarabine 
neomethymycin 
neopikromycin 
nepafenac 
nitroglycerin  
nitrosulindac 
NK154183A 
NK154183B 
novamethymycin 
novapikromycin 
nystatin  
nystatins +   
O-formylcefamandole 
oligomycin +   
olsalazine  
olsalazine sodium 
oseltamivir +   
ossamycin 
PABA/NO 
parecoxib  
pasireotide aspartate 
penamecillin 
PF 1163A 
PF 1163B 
PF-07304814 
phomacin A 
phomacin B 
pikromycin 
pivampicillin 
pivmecillinam +  
prasugrel 
prednisolone phosphate 
prednisolone sodium phosphate 
prednisone +   
pristinamycin IIA +  
proglumetacin +  
proINDY 
psilocybin 
psilocybin(1-) 
pyrazinecarboxamide +   
quinapril 
radicicol  
ramipril  
reedsmycin A 
reedsmycin B 
reedsmycin C 
reedsmycin D 
reedsmycin E 
remdesivir  
rhizoxin 
rilpivirine hydrochloride +  
roducitabine 
rolitetracycline 
rosaramicin 
rubitecan  
salicin +   
salsalate  
sapacitabine 
SB 224289 hydrochloride 
selexipag 
simvastatin  
sodium phenylbutyrate 
sofosbuvir +   
soyasaponin III 
spirapril  
staphcoccomycin 
sulbactam pivoxil 
sulfanegen 
sulindac +   
suxibuzone  
talampicillin +  
tazarotene  
tedizolid phosphate 
temozolomide  
tenofovir alafenamide 
tenofovir alafenamide fumarate +  
tenofovir disoproxil +   
tenofovir disoproxil fumarate  
tiazofurine  
tilidine 
tilmicosin  
trandolapril  
travoprost 
tributyrin  
troleandomycin  
tylosin  
uracil +   
uridine triacetate 
valganciclovir 
varespladib methyl  
verrucarin A  
virginiamycin S1 +  
ximelagatran  
zofenopril 
zofenopril calcium 

Synonyms
Exact Synonyms: (1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-3-ethyl-2,10-dihydroxy-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-5-oxo-9-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-4,16-dioxa-14-azabicyclo[11.3.1]heptadec-7-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside
Related Synonyms: (9S)-9-deoxo-11-deoxy-9,11-(imino((1R)-2-(2-methoxyethoxy)ethylidene)oxy)erythromycin ;   Formula=C42H78N2O14 ;   InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1 ;   InChIKey=WLOHNSSYAXHWNR-DWIOZXRMSA-N ;   SMILES=CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@H]([C@H]2C)[C@]1(C)O ;   dirithromycine ;   dirithromycinum ;   diritromicina
Xrefs: Beilstein:4225019 ;   CAS:62013-04-1 ;   DrugBank:DB00954 ;   Drug_Central:925 ;   KEGG:D03865 ;   LINCS:LSM-5636 ;   Patent:BE840431 ;   Patent:US4048306 ;   Wikipedia:Dirithromycin

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