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Term:
Parent Terms Term With Siblings Child Terms
(+)-(12E,2S,3S,4R,5R,6R,9S,11S,15R)-3-benzoyloxy-5,6-epoxylathyr-12-en-15-ol-14-one 
(+)-(12E,2S,3S,4R,5R,6R,9S,11S,15R)-3-cinnamoyloxy-5,6-epoxylathyr-12-en-15-ol-14-one 
(+)-(5E,12E,2S,3S,4S,9S,11S,15R)-3-cinnamoyloxylathyra-5,12-dien-15-ol-14-one 
(+)-cis-isohumulone 
(-)-(12E,2S,3S,4R,5R,6R,9S,11S,15R)-3-acetoxy-5,6-epoxylathyr-12-en-15-ol-14-one 
(-)-(6Z,12E,2S,3S,4R,5R,9S,11S,15R)-3-cinnamoyloxylathyra-6,12-diene-5,15-diol-14-one 
(-)-(6Z,12E,2S,3S,4R,5R,9S,11S,15R)-5-cinnamoyloxylathyra-6,12-diene-3,15-diol-14-one 
(-)-microdiplodiasolol 
(16alpha,20R,24R)-24N,25-carbamoyloxy-2,16,20-trihydroxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside 
(16alpha,20R,24S)-2,16,20,25-tetrahydroxy-24-methoxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside 
(1S)-1,23,25-trihydroxy-24-oxocalciol 
(1S)-1,25-dihydroxy-24-oxocalciol 
(22E,24R)-3beta,5alpha,9alpha-trihydroxyergosta-7,22-dien-6-one 
(22E,24R)-3beta,5alpha-dihydroxyergosta-7,22-dien-6-one 
(2S)-2-acetamido-3-(1H-indol-3-yl)propanamide 
(2S,3R)-N'-[(3S)-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]-2,3-bis(3,3,3-trifluoropropyl)butanediamide 
(4aS,5aR,12aS)-10,12a-dihydroxy-1,3,11,12-tetraoxo-4,4a,5,5a,6,11a-hexahydrotetracene-2-carboxamide 
(4R,12aR)-4,7-bis(dimethylamino)-10,12a-dihydroxy-1,3,11,12-tetraoxo-4,4a,5,5a,6,11a-hexahydrotetracene-2-carboxamide 
(4S,4aR,5S,12aS)-7-chloro-4-(dimethylamino)-5,10,12a-trihydroxy-6-methylene-1,3,11,12-tetraoxo-4a,5,5a,11a-tetrahydro-4H-tetracene-2-carboxamide 
(4S,4aS,5aR,12aS)-9-[[2-(tert-butylamino)-1-oxoethyl]amino]-4,7-bis(dimethylamino)-10,12a-dihydroxy-1,3,11,12-tetraoxo-4,4a,5,5a,6,11a-hexahydrotetracene-2-carboxamide 
(4S,4aS,5aR,6S,12aS)-7-chloro-4-(dimethylamino)-6,10,12a-trihydroxy-6-methyl-1,3,11,12-tetraoxo-4a,5,5a,11a-tetrahydro-4H-tetracene-2-carboxamide 
(4S,4aS,6S,12aS)-7-chloro-4-(dimethylamino)-6,10,12a-trihydroxy-6-methyl-1,3,11,12-tetraoxo-4a,5,5a,11a-tetrahydro-4H-tetracene-2-carboxamide 
(9Z,12Z,15Z)-octadecatrienamide 
(E)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide 
(R)-blebbistatin 
(R)-iclaprim +  
(R)-temafloxacin +  
(S)-2-acetyl-2-hydroxybutanoic acid 
(S)-blebbistatin 
(S)-iclaprim +  
(S)-temafloxacin +  
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide 
1-hydroxylimonen-2-one +  
1-O-demethyl-6-deoxydoxorubicin 
11-deoxycortisol  
11a-hydroxy-7-iodotetracycline zwitterion 
11a-hydroxychlortetracycline zwitterion 
11a-hydroxytetracycline 
11a-hydroxytigecycline(1+) 
11beta,17alpha,21-trihydroxypregnenolone 
12-dehydrotetracycline 
12-deoxyphorbol 20-acetate 13-(2-methylbutanoate) 
12-deoxyphorbol-13-(3E,5E-decadienoate) 
16-hydroxyphorbol 13-decanoate 12-palmitate 
16alpha,17alpha-dihydroxypregnenolone 
17,21-dihydroxy-5beta-pregnane-3,11,20-trione  
17-epi-17-hydroxyazadiradione 
17-hydroxyazadiradione 
17-hydroxypregnenolone 3-sulfate 
17-hydroxyprogesterone 3-O-(carboxymethyl)oxime 
17alpha,21-dihydroxypregnenolone 
17alpha-hydroxypregn-5-ene-3,20-dione 
17alpha-hydroxypregnenolone +   
17alpha-hydroxyprogesterone  
2-acetyllactic acid +  
2-cyano-2-cyclohexylideneacetamide 
21-acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione 
21-dehydrocortisol  
21-dehydrocortisone 
21-deoxycortisol 
23(S),25-dihydroxy-24-oxovitamin D3 
23,24-dihydrocucurbitacin +  
23,24-dihydrocucurbitacin B 
23,24-dihydrocucurbitacin D 
23,24-dihydrocucurbitacin E 
25-hydroxy-24-oxocalciol 
3'-deamino-3'-(3-cyanomorpholin-4-yl)doxorubicin  
3'-deoxysappanone B 
3-(5-nitro-2-furyl)acrylamide 
3-acetylbenzamide 
3-farnesyl-3-hydroxy-2-methyl-1-oxo-1lambda(5)-quinolin-4-one 
3-hydroxy-2-methyl-3-phytyl-2,3-dihydro-1,4-naphthoquinone 
3-hydroxy-3-methyl-2-oxobutanoic acid 
3-hydroxy-3-methyl-2-oxopentanoic acid +  
4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin 
4'-deoxy-4'-iododoxorubicin 
4'-epidoxorubicin  
4,5-dihydrocortisone +   
4-(dimethylamino)-5,10,12a-trihydroxy-6-methyl-1,3,11,12-tetraoxo-4,4a,5,5a,6,11a-hexahydrotetracene-2-carboxamide 
4-(dimethylamino)-6,10,12a-trihydroxy-6-methyl-1,3,11,12-tetraoxo-4a,5,5a,11a-tetrahydro-4H-tetracene-2-carboxamide 
4-\{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl\}-thiazol-2-yl-ammonium +  
4-amino-4-de(dimethylamino)anhydrotetracycline 
4-Aminoanhydrochlortetracycline 
4-de(dimethylamino)-4-oxoanhydrotetracycline 
4-Dedimethylamine-4-oxo-anhydro-7-Cl-tetracycline 
4-hydroxy-2-methyl-3-oxo-[(2E,6E)-farnesyl]-3,4-dihydroquinoline-1-oxide 
4alpha-phorbol 12,13-didecanoate 
5a,11a-Dehydrochlortetracycline 
5a,11a-dehydrooxytetracycline 
5beta-dihydrocortisol 
6-methylprednisolone +   
6alpha-fluoro-17-hydroxycorticosterone 21-acetate 
6alpha-methylprednisolone +   
6beta,16alpha,17alpha-trihydroxyprogesterone 
6beta-hydroxycortisol  
6beta-hydroxycortisone 
7-amido-7-deazaguanosine 
7-chloro-4-(dimethylamino)-6,10,12a-trihydroxy-1,3,11,12-tetraoxo-4,4a,5,5a,6,11a-hexahydrotetracene-2-carboxamide 
8-demethyl-8-(2,3,4-O-trimethyl-alpha-L-rhamnosyl)tetracenomycin C 
8-demethyl-8-(2,3-O-dimethyl-alpha-L-rhamnosyl)tetracenomycin C 
8-demethyl-8-(2-O-methyl-alpha-L-rhamnosyl)tetracenomycin C 
8-demethyl-8-(alpha-L-rhamnosyl)tetracenomycin C 
8-demethyltetracenomycin C 
9-fluoro-11beta,17,21-trihydroxy-2alpha-methylpregn-4-ene-3,20-dione 21-acetate 
a tetracycline zwittterion +  
acrylamide  
agrocybin 
alclometasone 
algestone +  
amikacin  
amikacin disulfate 
amoxicillin +   
amoxicillin trihydrate +   
ampicillin +   
Anhydrochlortetracycline 
anhydrotetracycline +  
anhydrotetracycline zwitterion 
antimycobacterial drug +   
antitreponemal drug +  
apramycin 
arasertaconazole +   
arbekacin +  
Asn-Ile 
asperfuranone 
Augmentin  
avibactam 
avibactam sodium +  
avilamycin A 
avilamycin A precursor 
Avycaz 
azanigerone E 
azithromycin +   
azlocillin 
aztreonam +   
beclomethasone +   
benzyl isothiocyanate  
benzylpenicillin +   
berkeleydione 
berkeleyone A 
berkeleyone B 
berkeleyone C 
berkeleytrione 
betamethasone +   
betamethasone acetate 
betamethasone phosphate 
betamethasone sodium phosphate 
biapenem 
blebbistatin +   
BMS-192548 
Boc-Asn-OPhNO2 
brodimoprim 
bruceolline M 
calotropone 
carbapenem MM22383 
carbenicillin +  
caribenol B 
carminomycin +  
carumonam 
caudatin-3-O-beta-cymaropyranoside 
cefaclor  
cefadroxil +   
cefaloridine  
cefalotin +   
cefamandole +  
cefamandole nafate 
cefamandole sodium 
cefatrizine 
cefazedone 
cefazolin  
cefcapene 
cefdaloxime 
cefdinir  
cefditoren +  
cefditoren pivoxil 
cefepime  
cefepime hydrochloride 
cefiderocol 
cefixime  
cefmenoxime +  
cefmetazole  
cefodizime 
cefonicid  
cefoperazone  
ceforanide 
cefotaxime  
cefotetan  
cefotetan disodium 
cefotiam +   
cefotiam dihydrochloride 
cefotiam hexetil dihydrochloride 
cefoxitin  
cefpiramide 
cefpodoxime +   
cefpodoxime proxetil 
cefprozil 
cefsulodin 
ceftaroline +  
ceftaroline fosamil +  
ceftaroline fosamil acetate +  
ceftaroline fosamil acetate monohydrate 
ceftazidime +   
ceftibuten +   
ceftibuten dihydrate 
ceftizoxime  
ceftriaxone  
cefuzonam 
cellocidin 
cephalexin +   
cephalexin monohydrate 
cephapirin 
cephapirin sodium 
cephradine  
cethromycin 
chermesinone A 
CHIC-35 
chloramphenicol +   
chlorphenesin +   
chlorquinaldol 
chlortetracycline  
cinoxacin  
ciprofloxacin +   
ciprofloxacin dihydrochloride 
ciprofloxacin hydrochloride (anhydrous) +  
ciprofloxacin hydrochloride hydrate 
clarithromycin  
clavulanic acid 
clobetasol +   
clometocillin 
clomocycline 
cloxacillin  
co-trimoxazole  
comazaphilone D 
comazaphilone E 
comazaphilone F 
cortancyl 
cortisol +   
cortisol 21-acetate 
cortisol 21-sulfate 
cortisol phosphate 
cortisone +   
cortistatin D 
cucurbitacin B +   
cucurbitacin D 
cucurbitacin E +   
cucurbitacin E 2-O-beta-D-glucopyranoside 
cucurbitacin I +   
cucurbitacin I 2-O-beta-D-glucopyranoside 
cucurbitacin J +  
cucurbitacin J 2-O-beta-D-glucopyranoside 
cucurbitacin K 2-O-beta-D-glucopyranoside 
curamycin A 
cyclacillin 
cyproterone +   
cytochalasin D  
dalbavancin 
dapdiamide A 
dapdiamide B 
dapdiamide C 
daphnetoxin 
daptomycin 
demeclocycline +   
demeclocycline hydrochloride 
desmethylanhydrotetracycline 
dexamethasone phosphate  
dicloxacillin  
diflorasone +   
difloxacin 
DMG-MINO 
doxorubicin +   
doxycycline +   
doxycycline hyclate 
doxycycline monohydrate 
dTDP-4-dehydro-3-methyl-2,6-dideoxy-beta-L-glucose 
ekatetrone 
elloramycin A 
enoxacin  
epi-isochromophilone II 
ertapenem 
ertapenem sodium 
ethyl 3-phenyl-2-\{[4-(toluene-4-sulfonyl)thiomorpholine-3-carbonyl]amino\}propionate 
Euphorbia diterpenoid 3 
favipiravir 
fenticonazole 
fenticonazole nitrate 
fidaxomicin 
finafloxacin 
fleroxacin 
flomoxef 
flucloxacillin +   
fludrocortisone acetate 
flumethasone +   
flumethasone pivalate 
fluorometholone +   
flurithromycin 
forskolin +   
framycetin +   
fumagillin +   
furagin 
furaltadone 
furazolidone  
garenoxacin 
gemifloxacin +  
gilteritinib 
guamecycline 
guignardone N 
harziphilone 
hetacillin 
hexamethylenetetramine +  
hexanamide 
homoplatensimide A methyl ester 
humulone 
hydrocortamate +  
hydrocortisone caproate 
hydrocortisone succinate  
iclaprim 
imipenem +   
iodtetracycline(1-) +  
isariotin F 
isoconazole  
isoconazole nitrate 
josamycin  
kanamycin A sulfate 
kidjoranin-3-O-alpha-diginopyranosyl-(1->4)-beta-cymaropyranoside 
kidjoranin-3-O-beta-digitoxopyranoside 
L-beta-methylthioasparagine 
L-erythro-beta-hydroxyasparagine 
leucosesterlactone 
leucosesterterpenone 
levofloxacin  
linezolid  
longirostrerone B 
loracarbef 
lymecycline 
malachite green cation +   
marbofloxacin  
mecillinam +  
meclocycline  
medroxyprogesterone +   
megestrol +   
meropenem +   
meropenem trihydrate 
methacrylamide 
methacycline 
A tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6.
methicillin +  
methyl prednisolone-16-carboxylate +  
methyl prednisolone-16alpha-carboxylate 
methylprednisolone acetate 
metronidazole +   
metronidazole benzoate 
metronidazole hydrochloride 
mezlocillin 
microdiplodiasol 
minocycline +   
mometasone +   
moxalactam 
moxifloxacin  
moxifloxacin hydrochloride 
mupirocin 
mupirocin calcium (anhydrous) +  
mupirocin calcium hydrate 
myristamide 
myrothenone A 
N(2)-(3-hydroxy-3-methylhexanoyl)-L-glutamine 
N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutamine 
N(2)-[4-(indol-3-yl)butanoyl]-L-glutamine 
N(3)-fumaramoyl-(S)-2,3-diaminopropanoic acid 
N-(3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2-pyrazinecarboxamide 
nadifloxacin +  
nafcillin  
nalidixic acid  
nemorubicin  
neurolenin A 
neurolenin B 
neurolenin C 
neurolenin D 
nifurtoinol 
nitrofurantoin  
nitrofurazone  
norfloxacin  
ochracenomicin A 
octanamide 
ofloxacin +   
oritavancin +  
oritavancin bisphosphate 
ornidazole  
otophylloside B 
oxacillin +   
oxolinic acid 
oxytetracycline  
paromomycin +   
paromomycin sulfate 
pefloxacin +  
pefloxacin mesylate 
penamecillin 
phorbol +   
phorbol 12,13-dibutanoate  
phorbol 13-acetate 12-myristate  
phorbol 13-butanoate 
phorbol 13-decanoate 12-tiglate 
pipacycline 
pipemidic acid  
piperacillin +   
piromidic acid 
pivmecillinam +  
polyketomycin 
polypodine B 
potassium clavulanate +   
preaustinoid A 
preaustinoid A1 
prednisolone +   
prednisolone phosphate 
prednisolone-16-carboxylic acid +  
prednisolone-16alpha-carboxylic acid +  
prednisone +   
Pretetramid +  
pretetramide +  
primary fatty amide +   
pristinamycin 
pristinamycin IA +  
pristinamycin IIA +  
prontosil  
propynamide 
pterolinus I 
purpurquinone A 
purpurquinone B 
purpurquinone C 
ribostamycin +  
ribostamycin sulfate 
ristocetin 
robustaside E 
rolitetracycline 
rosoxacin 
roxarsone  
roxithromycin +   
salicylhydroxamic acid  
sancycline 
sapintoxin D 
sertaconazole  
sertaconazole nitrate 
silver(1+) sulfadiazinate 
sirolimus +   
spectinomycin 
spectinomycin dihydrochloride 
spectinomycin hydrochloride hydrate 
spiramycin I 
spiramycin II 
streptomycin +   
sulfabenzamide 
sulfacetamide 
sulfachloropyridazine 
sulfadoxine 
sulfamazone 
sulfamethazine +   
sulfaperin 
sulfaphenazole  
sulfathiourea 
sulfisoxazole +   
sulfisoxazole diolamine 
TAN-1612 
teicoplanin  
telavancin +  
telavancin hydrochloride 
temafloxacin 
tetracenomycin C +  
tetracenomycin X 
tetracycline +   
tetracycline zwitterion 
tetrahydrocortisol 
thiostrepton  
thiram  
tiamulin  
ticarcillin 
tigecycline +   
tinidazole  
tinyatoxin 
tixocortol +  
tixocortol pivalate 
triamcinolone +   
trichanolide 
trigoheterin E, (rel)- +  
trimethoprim +   
trovafloxacin  
trovafloxacin mesylate 
tyrphostin AG 825 
vancomycin +   
vindesine +   
virginiamycin 
virginiamycin S1 +  
viridicatumtoxin 
xibornol 
YM-47522 

Synonyms
Exact Synonyms: (4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Related Synonyms: 6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline ;   6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline ;   6-Methylene-5-hydroxytetracycline ;   6-Methylene-5-oxytetracycline ;   6-Methyleneoxytetracycline ;   Formula=C22H22N2O8 ;   InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 ;   InChIKey=MHIGBKBJSQVXNH-IWVLMIASSA-N ;   Methacyclinum ;   Methylenecycline ;   Rondomycin ;   SMILES=[H][C@@]12[C@@H](O)[C@]3([H])C(=C)c4cccc(O)c4C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C ;   Tri-methacycline ;   metaciclina ;   metacycline ;   metacyclinum
Xrefs: CAS:914-00-1 "ChemIDplus" ;   CAS:914-00-1 "KEGG COMPOUND" ;   DrugBank:DB00931 ;   Drug_Central:1727 "DrugCentral" ;   KEGG:C07654 ;   KEGG:D04972 ;   PMID:1650428 "Europe PMC" ;   Patent:US2984686 ;   Reaxys:2230316 "Reaxys" ;   Wikipedia:Methacycline

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