Details of the Drug

General Information of Drug (ID: DMJCOKV)

Drug Name
PALMATINE
Synonyms
Palmatine; 3486-67-7; Berbericinine; O,O-Dimethyldemethyleneberberine; Palmatin; Burasaine; UNII-G50C034217; 7,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxyberbinium; Dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-; BRN 1555498; GNF-PF-4086; CHEBI:16096; 5,6-Dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium; 2,3,9,10-tetramethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium; 5,6-Dihydro-2,3,9,10-tetramethoxydibenzo(a,g)quinolizinium; Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-; G50C034217
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 352.4
Logarithm of the Partition Coefficient (xlogp) 3.7
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C21H22NO4+
IUPAC Name
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
Canonical SMILES
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)OC)OC
InChI
InChI=1S/C21H22NO4/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/h5-6,9-12H,7-8H2,1-4H3/q+1
InChIKey
QUCQEUCGKKTEBI-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
19009
ChEBI ID
CHEBI:16096
CAS Number
3486-67-7
TTD ID
D02SGJ

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Albendazole monooxygenase (CYP3A4) TTXV4FI CP3A4_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Aryl hydrocarbon receptor (AHR) OTFE4EYE AHR_HUMAN Gene/Protein Processing [2]
Baculoviral IAP repeat-containing protein 5 (BIRC5) OTILXZYL BIRC5_HUMAN Protein Interaction/Cellular Processes [3]
C-C motif chemokine 2 (CCL2) OTAD2HEL CCL2_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 3 (CCL3) OTW2H3ND CCL3_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 4 (CCL4) OT6B8P25 CCL4_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 5 (CCL5) OTSCA5CK CCL5_HUMAN Gene/Protein Processing [4]
Cell division control protein 42 homolog (CDC42) OT5QBC5M CDC42_HUMAN Protein Interaction/Cellular Processes [5]
Cyclin-dependent kinase 2 (CDK2) OTB5DYYZ CDK2_HUMAN Protein Interaction/Cellular Processes [5]
Cytochrome P450 1A1 (CYP1A1) OTE4EFH8 CP1A1_HUMAN Gene/Protein Processing [2]
DNA topoisomerase 1 (TOP1) OT51O0CF TOP1_HUMAN Gene/Protein Processing [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Albendazole monooxygenase (CYP3A4) DTT CYP3A4 1.02E-14 -3.12 -2.25
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Cytochrome P3A4 inhibitors and other constituents of Fibraurea tinctoria. J Nat Prod. 2007 Dec;70(12):1930-3.
2 Palmatine activates AhR and upregulates CYP1A activity in HepG2 cells but not in human hepatocytes. Toxicol In Vitro. 2014 Jun;28(4):693-9.
3 Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry. J Mass Spectrom. 2008 Mar;43(3):327-35. doi: 10.1002/jms.1320.
4 Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents. Leuk Res. 2010 Jul;34(7):917-24. doi: 10.1016/j.leukres.2009.12.002. Epub 2010 Feb 8.
5 Network pharmacology and molecular docking integrated strategy to investigate the pharmacological mechanism of palmatine in Alzheimer's disease. J Biochem Mol Toxicol. 2022 Nov;36(11):e23200. doi: 10.1002/jbt.23200. Epub 2022 Aug 23.
6 Mechanism study of goldenseal-associated DNA damage. Toxicol Lett. 2013 Jul 31;221(1):64-72. doi: 10.1016/j.toxlet.2013.05.641. Epub 2013 Jun 5.