General Information of the Compound
Compound ID
CP0010315
Compound Name
(+)-boldine
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Synonyms
(+)-Boldine
(S)-(+)-Boldine
(S)-Boldine
1,10-Dimethoxy-2,9-dihydroxyaporphine
1,10-Dimethoxy-6a-alpha-aporphine-2,9-diol
476-70-0
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-, (6aS)-
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-, (S)-
8I91GE2769
BOLDINE
BRN 0094036
Boldin
Boldine
Boldine chloroform
CHEBI:3148
CHEMBL388342
EINECS 207-509-9
LZJRNLRASBVRRX-ZDUSSCGKSA-N
NSC 65689
UNII-8I91GE2769
Uniboldina
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Structure
Formula
C19H21NO4
Molecular Weight
327.38
Canonical SMILES
COc1cc-2c(C[C@@H]3N(C)CCc4cc(O)c(OC)c-2c34)cc1O
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InChI
InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1
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InChIKey
LZJRNLRASBVRRX-ZDUSSCGKSA-N
CAS
476-70-0
Physicochemical Property
logP
2.8671
Rotatable Bonds
2
Heavy Atom Count
24
Polar Areas
62.16
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Complexity
24

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 10154
SID: 16183941
ChEMBL ID
CHEMBL388342
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01846, Neuronal acetylcholine receptor subunit alpha-7
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 81000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 67000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( BOLDINE )
Drug Name BOLDINE
Target(s)
Dopamine D2 receptor (D2R)
 Target Info 
Inhibitor
Dopamine D1 receptor (D1R)
 Target Info 
Inhibitor
Neuronal acetylcholine receptor beta-2 (CHRNB2)
 Target Info 
Inhibitor
Neuronal acetylcholine receptor alpha-4 (CHRNA4)
 Target Info 
Inhibitor