Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR00307
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| Drug Name |
Berberine
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| Synonyms |
0I8Y3P32UF; 2086-83-1; 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)berbinium; 9,10-Dimethoxy-2,3-(methylenedioxy)-7,8,13,13a-tetrahydroberbinium; 9,10-dimethoxy-5,6-dihydro[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-7-ium; BERBINIUM, 7,8,13,13a-TETRAHYDRO-9,10-DIMETHOXY-2,3-(METHYLE; BRN 3570374; Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-; Berbamine sulphate acid; Berberal; Berberin; CHEBI:16118; CHEMBL12089; EINECS 218-229-1; ST055798; UNII-0I8Y3P32UF; Umbellatine
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| Drug Type |
Small molecular drug
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| Indication | Diabetes [ICD11:5A10-5A14] | Phase 4 | [1] | |||
| Structure |
|
 |
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| 3D MOL | 2D MOL | |||||
| Formula |
C20H18NO4+
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| Canonical SMILES |
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
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| InChI |
InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
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| InChIKey |
YBHILYKTIRIUTE-UHFFFAOYSA-N
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| CAS Number |
CAS 2086-83-1
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| Pharmaceutical Properties | Molecular Weight | 336.4 | Topological Polar Surface Area | 40.8 | ||
| Heavy Atom Count | 25 | Rotatable Bond Count | 2 | |||
| Hydrogen Bond Donor Count | 0 | Hydrogen Bond Acceptor Count | 4 | |||
| XLogP |
3.6
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| PubChem CID | ||||||
| PubChem SID |
10513274
,11112431
,11335440
,11360679
,11364004
,11366566
,11369128
,11371756
,11374369
,11377290
,11405445
,11405619
,11408710
,11447002
,11461651
,11466614
,11467734
,11484444
,11486387
,11488710
,11490434
,11492600
,11494924
,11537739
,12146010
,14777746
,22390066
,22391440
,26753128
,29221521
,33889979
,4019
,46487939
,46506051
,47365076
,47515214
,47515215
,47515216
,47662167
,47736364
,47810644
,5424490
,5424491
,5609012
,598412
,7886143
,7927271
,8145003
,8151578
,841172
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| ChEBI ID |
ChEBI:16118
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| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | 1-Oct | Transporter Info | Organic cation transporter 1 | Substrate | [2] | |
| P-GP | Transporter Info | P-glycoprotein 1 | Substrate | [3] | ||
| References | ||||||
| 1 | ClinicalTrials.gov (NCT03029390) Effect of Berberine Versus Metformin on Glycemic Control, Insulin Sensitivity and Insulin Secretion in Prediabetes | |||||
| 2 | Vectorial transport of the plant alkaloid berberine by double-transfected cells expressing the human organic cation transporter 1 (OCT1, SLC22A1) and the efflux pump MDR1 P-glycoprotein (ABCB1). Naunyn Schmiedebergs Arch Pharmacol. 2008 Feb;376(6):449-61. | |||||
| 3 | P-glycoprotein-mediated transport of berberine across Caco-2 cell monolayers. J Pharm Sci. 2002 Dec;91(12):2614-21. | |||||
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