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Term:
Parent Terms Term With Siblings Child Terms
(+)-butaclamol  
(+)-calanolide A 
(+)-pronuciferine 
(+)-schisandrin B  
(-)-calanolide B 
(16R)-deshydroxymethyl-stemmadenine 
(16S)-deshydroxymethyl-stemmadenine 
(19E)-geissoschizine +  
(19Z)-geissoschizine 
(1R,2R,3S,8R,10R,11R,15S,16S)-3-(acetyloxy)-15-(1-hydroxy-4-oxobutan-2-yl)-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0(2,8).0(12,16)]octadec-12-en-10-yl acetate 
(1S,2R)-5-methoxy-1-methyl-2-(propylamino)tetralin  
(1S,2R)-5-methoxy-1-methyl-2-(propylamino)tetralin hydrochloride 
(1S,7R,8R,14S)-15,17-diazatetracyclo[12.2.2.1(3,7).1(8,12)]icosa-3(20),12(19)-diene-6,9-dione 
(2S)-2-(4-\{[(1R,2S)-2-hydroxycyclopentyl]methyl\}phenyl)propanoic acid 
(4aR,10bS)-noroxomaritidine 
(4aS,10bR)-noroxomaritidine 
(6Ar,9S,10aR)-9-(methylsulfanylmethyl)-7-propyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline 
(S)-(-)-sulpiride 
(S)-3-O-demethylscoulerine 
(S)-amphetamine +   
(S)-canadine +  
(S)-cheilanthifoline 
(S)-cis-N-methylstylopine 
(S)-cis-N-methyltetrahydropalmatine 
(S)-corytuberine +   
(S)-etodolac 
(S)-glaucine +   
(S)-nandinine +  
(S)-scoulerine +  
(S)-stylopine +  
(S)-tetrahydrocolumbamine 
1,6:5,9:8,12:11,16-tetraanhydro-2,3,4,10,13,14-hexadeoxy-D-glycero-D-allo-D-gulo-heptadeca-2,13-dienitol 
1-azakenpaullone 
1-hydroxycrisamicin A 
1-isomangostin 
1-methoxycanthinone 
10-hydroxycanthin-6-one 
11-(Methylthiono)canthin-6-one 
12-epi-fischerindole G 
12-epi-fischerindole U 
12-epi-hapalindole U 
13-(2-methylcrotonoyloxy)lupanine 
13-hydroxylupanine 
15alpha-stemmadenine 
15beta-stemmadenine 
17-dehydropreakuammicine hydrate(1+) 
17-dehydropreakuammicine(1+) 
2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene +  
2,3,8,9-tetramethoxy-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene +  
2,3,9,10-tetrahydroxyberbine 
2,9-diamino-5,7-bis(trimethylsilyl)benzo[a]pyrimido[2,1,6-cd]pyrrolizine-3,4,8-tricarbonitrile 
2-Methoxycanthin-6-one 
2-tert-butyl-9-fluoro-1,6-dihydrobenzo[h]imidazo[4,5-f]isoquinolin-7-one 
3-[(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-yl]-1,1-diethylurea 
3-[(6aR,9R,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-yl]-1,1-diethylurea 
3-aza-A-homocholest-4a-en-4-one 
4'-demethylepipodophyllotoxin +   
4'-demethylpodophyllotoxin 
4,11-Dichloro-5,12-dihydroquino[2,3-b]acridine-7,14-dione 
4-(methylamino)antipyrine 
4-(Methylthio)canthin-6-one 
4-aminoantipyrine 
4-Hydroxycanthin-6-one 
5,6-didehydrosparteine 
5-(Methylthio)canthin-6-one 
5-bromo-3-pyridinecarboxylic acid (10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinoline-9-yl)methyl ester 
5-bromo-3-pyridinecarboxylic acid [(6aS,9R,10aS)-10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinoline-9-yl]methyl ester 
5-chloro-2-methyl-2,3,3a,12b-tetrahydrodibenzo[2,3:6,7]oxepino[4,5-c]pyrrole +   
5-Hydroxy-4-methoxy-3-methyl-2,6-canthinedione 
5-Methoxycanthin-6-one 
6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene +   
6-methyl-12-indolo[1,2-c]quinazolinamine 
6-O-methyl-2-deprenylrheediaxanthone B 
6-oxo-1,6-dihydrodibenzo[cd,g]indazole-3-sulfonic acid 
6alpha-methylprednisolone +   
7-demethylmitomycin A 
8,5'-cyclo-2'-deoxyadenosine  
8,5'-cyclo-2'-deoxyadenosine monophosphate 
8,5'-cyclo-2'-deoxyguanosine 
8,5'-cyclo-2'-deoxyguanosine monophosphate 
8-amino-2,12-dihydroxy-4a,9-dihydro[1,3,2]dioxaphosphinino[4',5':5,6]pyrano[3,2-g]pteridin-10(4H)-one 2-oxide 
8-cyclohexyl-2,3,3a,4,5,6-hexahydropyrazino[3,2,1-jk]carbazole +  
9(11)-dehydroaxinysterol 
9-(Methylthio)canthin-6-one 
9-deoxy-hymatoxin A 
9-deoxycurtisin 
9-HYDROXY-4-PHENYLPYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE 
9-hydroxycanthin-6-one  
9-hydroxyellipticine  
9-methoxycanthin-6-one 
abacopterin A 
abacopterin B 
abacopterin C 
abacopterin D 
aceclofenac  
acemetacin  
acetosyringone +  
acetylsalicylic acid +   
acronidine 
acroptilin 
adrenergic agonist +   
adrenergic antagonist +   
adrenergic uptake inhibitor +   
afidopyropen 
agnestin B 
alangiside 
alclofenac  
alectinib  
alizarin blue 
allocryptopine  
alminoprofen 
alpha-adrenergic drug +   
alpha-nimolactone 
alpha-peltatin +  
alsterpaullone  
Amalorin 
amantadine  
amantadine sulfate 
amaryllisine 
ambiguine A 
ambiguine H 
amfenac +   
amfenac sodium hydrate 
aminoglutethimide +   
aminophenazone  
amoxapine  
ampelopsin B 
amphetamine +   
an (S)-7,8,13,14-tetrahydroprotoberberine +   
an (S)-cis-N-methyl-7,8,13,14-tetrahydroprotoberberine +  
ananolignan B 
ananolignan C 
ananolignan D 
ananolignan E 
ananolignan F 
ananolignan G 
ananolignan H 
ananolignan I 
ananolignan J 
ananolignan K 
ananolignan L 
ananolignan M 
ananolignan N 
Ananosin A 
anisatin 
anthrafuran +  
anthrapyrazole +   
antipyrine +   
apocynin  
arborescin 
arglabin +  
aristolochic acid A +   
aristolochic acid B 
aristolochic acid C 
aristolochic acid D 
aristolochic acids +   
aristoloterpenate-I 
arisugacin A 
arisugacin B 
arisugacin C 
arisugacin D 
artoindonesianin E1 
arugosin C 
asenapine  
asenapine maleate 
asnovolin A 
asnovolin H(1-) 
asnovolin I 
asnovolin J 
asnovolin K 
asperaculin A 
asperlicin 
asperlicin C 
Aspertryptanthrin A 
Aspertryptanthrin B 
Aspirochlorine 
atogepant 
ATTO 610-2 +  
ATTO 610-2(1+) +  
ATTO 635-2 +  
ATTO 635-2(1+) +  
azadirachtin A  
azaperone  
azatetracycloalkane +   
azirinopyrroloindole +   
azocarmine B free acid 
azocarmine G free acid 
bauhinoxepin A 
benoxaprofen  
benzopyrrolopteridine +  
berberine  
berbine +  
berkeleydione 
berkeleyone B 
beta-adrenergic drug +   
beta-erythroidine +   
beta-nimolactone 
beta-obscurine 
beta-peltatin 
BF 4 
BF 5 
BF 6 
bianfugenine 
bictegravir  
bikaverin 
botryosphaerin H 
brazilein  
brazilin  
bromfenac  
bromfenac sodium salt +  
bromfenac sodium salt sesquihydrate 
bryostatin 1  
bryostatin 2  
bufexamac 
Camoensine 
canadine +   
canthin-6-one +   
capsaicin  
carbachol  
carbamazepine +   
carfenazine +  
caribenol A 
carphenazine maleate 
catiguanin A 
catiguanin B 
celecoxib  
chaetominine 
chaetomugilin A 
chaetomugilin D  
chaetoviridin B 
chaetoviridin D 
chaetoviridin I 
chermesin D methyl ester 
chermesin D(1-) 
chlorpromazine +   
chlorprothixene +   
chlorprothixene hydrochloride 
cis-flupenthixol 
clonidine +   
clonixin 
clonixin lysine salt 
clopenthixol +   
clozapine  
columbamine +   
coriatin 
cratoxyarborenone D 
cratoxylumxanthone B 
cresyl violet +  
cryptolepine  
Curtachalasin F 
Curtachalasin J 
Curtachalasin K 
Curtachalasin L 
Curtachalasin P 
Curtisin 
CX-5461  
cyclanoline 
cycloinumakiol 
cyclomulberrin +  
cystodytin D +  
cystodytin E +  
cystodytin F 
cystodytin G 
cystodytin H 
cystodytin I 
deacetylpyripyropene E 
debrisoquin +   
Delta(9)-tetrahydrocannabinol +   
deoxyherqueinone 
deracoxib 
dexamethasone +   
dexibuprofen 
dexketoprofen 
dexmedetomidine +   
dexmethylphenidate +   
dibenzonaphthyridine +  
diclofenac +   
difenpiramide 
diflunisal  
dihydro-beta-erythroidine  
dihydroergotamine +   
dihydroergotamine mesylate 
dihydroergotamine tartrate 
dihydroprecondylocarpine acetate 
dihydroprecondylocarpine acetate (enamine form) 
dimethyl sulfoxide +   
diplotasin 
domperidone +   
domperidone maleate 
dorsilurin K 
dregamine 
droperidol  
droxicam 
drymaritin 
ehretianone 
ekatetrone 
elbasvir +  
ellagic acid +   
ellipticine  
epi-cochlioquinone A 
ergoline +   
ergometrine +  
ergotamine  
eruberin A 
erysodine 
ethyl nile blue(1+) +  
etodolac +   
etoposide  
eucalyptal A 
eucalyptal B 
eucalyptal C 
eudistomin C 
fendosal 
fenoldopam  
fenoprofen  
fenoprofen calcium 
firocoxib 
flavalin A 
fleephilone 
fludrocortisone +   
flufenamate 
flufenamic acid  
flunixin  
flunixin meglumine  
flupenthixol +   
fluphenazine +   
fluphenazine decanoate 
flurbiprofen +   
fluticasone propionate 
friedelin +   
fumigatonoid A 
furonaphthodioxole +   
galanthamine  
garciniaxanthone F 
garciniaxanthone G 
geissospermine 
glafenine  
glandicoline B +  
glionitrin A 
gliotoxin  
gravacridonediol 
guignardone N 
haematoxylin +   
haloperidol  
hapalindole G 
hapalindole H 
hapalindole U 
hematein 
herquline B 
herquline C 
HT-2 toxin +   
huprine 19 
ibufenac  
ibuprofen +   
ibuproxam 
iloperidone  
indolobenzazepine +   
indoloquinoline +  
indoprofen  
integrastatin A 
integrastatin B 
interiotherin C 
intermediate I 
isoquinolinonaphthyridine +  
isosojagol 
isotanshinone IIB 
isotrichodermol 
JMV 390-1 
kebuzone 
kinobscurinone 
lamotrigine  
lergotrile 
lespedezol D1 
liphagal 
lissoclibadin 1 
lonazolac 
lonazolac calcium 
longipedumin A 
lorlatinib  
lornoxicam  
loxapine +   
loxoprofen +   
loxoprofen sodium +  
loxoprofen sodium hydrate 
LSM-36879 
LSM-37036 
LSM-37055 
LSM-37155 
LSM-5387 
lucensimycin E 
lurasidone 
lurasidone hydrochloride  
lycojapodine A 
Lysergene 
lysergic acid diethylamide +   
mavacoxib 
maytansine +  
meleagrine 
mertansine 
mesoridazine +   
mesoridazine besylate 
metacetamol  
metamizole 
metamizole sodium  
methiothepin  
methiothepin maleate 
methotrimeprazine 
methoxyflurane  
methyl (1S,2S,16E)-16-ethylidene-2-formyl-4,14-diazatetracyclo[12.2.2.0(3,11).0(5,10)]octadeca-3(11),5(10),6,8-tetraene-2-carboxylate 
methylphenidate  
metoclopramide  
metoclopramide dihydrochloride monohydrate 
metoclopramide hydrochloride +  
minabeolide 1 
minabeolide 2 
minabeolide 4 
minabeolide 5 
minabeolide 8 
miroprofen 
mitchellene A 
mitchellene B 
mitchellene C 
mofebutazone 
mollicellin B 
mollicellin F 
mollicellin M 
mollicellin N 
mosapramine 
mosapramine dihydrochloride 
mycocyclosin 
N-[(4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl)methyl]carbamic acid (phenylmethyl) ester 
nabumetone  
nafadotride  
nagilactone F 
naphthochromene +  
naphthoisochromene +  
naproxcinod 
naproxen +   
naproxen sodium 
naproxol 
nefopam  
nefopam hydrochloride 
nemonapride 
Neohuperzinine 
neotriptophenolide 
nepafenac 
nepalensinol F 
Nicergoline 
nigakihemiacetal A 
nigrasin G 
nile red 
O-acetyl-15alpha-stemmadenine 
okaramine C 
olanzapine  
omega-conotoxin MVIIA 
ophioglonin +  
oriciacridone C 
oriciacridone F 
ossamycin 
oxaline 
oxametacin 
oxatetracycloalkane +   
oxazine-170 
oxazine-170(1+) +  
oxyphenbutazone +   
oxyphenbutazone hydrate 
paliperidone 
paliperidone palmitate  
palmatine +   
pancixanthone B 
paracetamol +   
parecoxib  
parthenolide +   
PD-146176 
Penochalasin I 
Penochalasin K 
perazine +   
pergolide  
perivine +  
perphenazine +   
phenacetin  
phenazopyridine  
phenazopyridine hydrochloride 
phentermine +   
phenylbutazone +   
picropodophyllotoxin  
pimozide  
pipamperone 
pipamperone dihydrochloride 
piperlactam S 
pirfenidone  
podophyllotoxin +   
polyneuridine aldehyde 
preaustinoid A1 
preaustinoid A2 
preaustinoid A3 
precondylocarpine acetate 
precursor Z 
precursor Z hydrate 
prednisolone +   
prednisone +   
prenyl-FMN 
prenyl-FMNH2 
prochlorperazine +   
proglumetacin +  
proglumetacin dimaleate 
promazine +   
propiomazine +  
propyphenazone 
protoaustinoid A 
protoaustinoid B 
protubonine A +  
protubonine B 
psorospermin  
PX-866  
pyranoxanthene +  
pyranoxanthones +   
pyrazinopyridoindole +   
pyridocarbazole +  
pyridophenoxazine +  
pyripyropene A 
pyripyropene I 
pyripyropene J 
pyripyropene K 
pyripyropene L 
quetiapine +   
Quinacridone 
quinine +   
rifamycin B 
rifamycin CGP 4832 
rifamycin SV +   
rifamycin SV hemiaminal 
risperidone  
ritanserin  
robenacoxib 
Romergoline 
salicin +   
salicylamide +   
salsalate  
sampangine 
sanggenol H 
SB 224289 
SCH 23390  
scutebarbatine F 
scutebarbatine G 
Serratanidine 
Serratine 
SN-38 carboxylic acid 
spiperone  
spiramide 
stealthin C 
stephanthrine 
stepharanine 
stepharine 
strongylin A 
sulindac +   
sulpiride +   
suprofen  
suxibuzone  
sympatholytic agent +   
sympathomimetic agent +   
T-2 toxin  
tabernaemontanine 
taiwanschirin D 
tenoxicam  
tepoxalin  
terretonin 
tetracyclic antidepressant +   
tetrahydropalmatine  
A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.
thiethylperazine +   
thiopropazate 
thioridazine +   
thiosalicylic acid  
tolfenamic acid  
TOP-53 
trichodermin 
trichodimerol 
trifluoperazine +   
triflupromazine +   
triptonolide 
triptophenolide methyl ether 
Tryptanthrine  
ulixacaltamide 
vaillantine 
valdecoxib +   
varenicline  
vedaprofen 
verrucarin A  
vincaleukoblastine +   
vincristine  
vindesine +   
vinflunine 
vinorelbine +   
vobasine 
xenovulene A 
yadanziolide T 
yadanziolide U 
yucalexin P8 
ziprasidone +   
zuclopenthixol 

Synonyms
Exact Synonyms: (13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
Related Synonyms: (S)-Tetrahydropalmatine ;   2,3,9,10-tetramethoxy-13aalpha-berbine ;   Formula=C21H25NO4 ;   InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1 ;   InChIKey=AEQDJSLRWYMAQI-KRWDZBQOSA-N ;   L-tetrahydropalmatine ;   SMILES=[H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc(OC)c(OC)cc21
Alternate IDs: CHEBI:15223 ;   CHEBI:26917 ;   CHEBI:9486
Xrefs: CAS:483-14-7 ;   KEGG:C02890 ;   KNApSAcK:C00025252
Xref Mesh: MESH:C014215
Xrefs: MetaCyc:TETRAHYDROPALMATINE ;   PMID:10680579 ;   PMID:11488467 ;   PMID:12709895 ;   PMID:17260290 ;   PMID:19544352 ;   PMID:19927376 ;   PMID:20083181 ;   PMID:20109541 ;   PMID:20234973

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