UCSF

ZINC19701796

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 6th, 2008 25 Yes

Popular Name: CANADINE CANADINE

Find On: PubMed — Wikipedia — Google

CAS Numbers: 5096-57-1 , 522-97-4 , [5096-57-1]

Other Names:

(+-)-Tetrahydroberberine; 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10,dimethoxy-, (+-)-; Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (+-)-; Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)

(-)-Tetrahydroberberine d-camphorsulfonate; 1-Tetrahydroberberine-camphor sulfonate; 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-, compd. with (1S)-7,7-dimethyl-2-oxobicyclo(2.2.1)heptane-1-methanesulfonic ac

(13aS)-5, 8, 13, 13a-tetrahydro-9, 10-dimethoxy-6H-benzo[g] -1,3-benzodioxolo[5, 6-a]quinolizine; (S)-canadine; (S)-tetrahydroberberine; (S)-tetrahydroprotoberberine; 5096-57-1; S-TETRAHYDROBERBERINE; S-canadine

(13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine; (S)-Canadine; (S)-Tetrahydroberberine; 5096-57-1; C03329

(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline; (S)-canadine; alpha-canadine; canadine l-form

(d,l)-Tetrahydroberberine; Prestwick_186

(S)-canadine

13a-alpha-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-; 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine; 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-; 9,10-Dimethoxy-2,3-

5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine; 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizine; 9,10-dimethoxy-2,3-(methylenedioxy)berbine; Canadin; tetrahydroberberine; xanthopucci

5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizine; 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-; Berberine, tetrahydro-; Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-; C20H21NO4; C

9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

BRD-A69950438-001-04-5

CHEBI:413; CHEBI:11074; CHEBI:18773; CHEBI:11059

MFCD00067284

MFCD00236139

Tetrahydroberberine

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.99 6.45 -9.22 0 5 0 40 339.391 2 ↓

Vendor Notes

Note Type Comments Provided By
PUBCHEM_PATENT_ID EP0154035A2; EP0227794A1; US3943251; US4657861; US4719111; US5876728; WO1997039355A1; WO2000050053A1 IBM Patent Data
UniProt Database Links TNMT1_PAPBR; TNMT2_PAPBR; TNMT_ESCCA; TNMT_PAPSO ChEBI
UniProt Database Links TNMT_ESCCA; TNMT_PAPSO ChEBI
Patent Database Links WO2008124749 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 5130 0.30 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z50425 Z50425 Plasmodium Falciparum 1640 0.32 Functional ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )