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Palmitine

AlkaPlorer ID: AK322560

Synonym: None

IUPAC Name: 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium

Structure

SMILES: COC1=CC2=C(C=C1OC)C1=CC3=C(C=[N+]1CC2)C(OC)=C(OC)C=C3

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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

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InChIKey: QUCQEUCGKKTEBI-UHFFFAOYSA-N

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Reference

PubChem CID: 19009

CAS: 3486-67-7

LOTUS: LTS0253245

SuperNatural Ⅲ: SN0315245

Source

Species Genus Family Order Class Phylum Kingdom Domain
Annona glabra Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 352.4100000000001

TPSA？: 40.8

MolLogP？: 3.384800000000002

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Clostridium perfringens Clostridium perfringens MIC 44700.0 nM 10.1016/j.bmc.2014.09.004
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Potency 12559.4 nM None
Homo sapiens Acetylcholinesterase IC50 1700.0 nM 10.1021/acs.jnatprod.8b00592
Homo sapiens Butyrylcholinesterase IC50 100000.0 nM 10.1021/acs.jnatprod.8b00592
Homo sapiens Cytochrome P450 1A2 AC50 nan None None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 2D6 Potency 12589.3 nM None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens Glycogen synthase kinase-3 beta Inhibition nan % 10.1021/acs.jnatprod.8b00592
Homo sapiens HaCaT Activity nan None 10.1016/j.bmc.2019.115093
Homo sapiens HaCaT Inhibition nan % 10.1016/j.bmc.2019.115093
Homo sapiens Histone acetyltransferase p300 IC50 1050.0 nM 10.1016/j.ejmech.2020.112861
Homo sapiens Histone deacetylase 6 Inhibition -8.99 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 37.27 % 10.6019/CHEMBL4808148
Homo sapiens Hypoxia-inducible factor 1 alpha Potency 12589.3 nM None
Homo sapiens Lysine-specific histone demethylase 1 IC50 12230.0 nM 10.1016/j.ejmech.2021.113254
Homo sapiens Prelamin-A/C Potency 501.2 nM None
Homo sapiens Prolyl endopeptidase IC50 200000.0 nM 10.1021/acs.jnatprod.8b00592
Homo sapiens Protein-tyrosine phosphatase 1B IC50 234000.0 nM 10.1039/C7MD00126F
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 78.6 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 102.59 % 10.1124/mol.112.084152
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 39810.7 nM None
Influenza A virus (strain A/USSR/90/1977 H1N1) Neuraminidase IC50 29800.0 nM 10.1016/j.bmc.2014.09.004
Influenza A virus (strain A/USSR/90/1977 H1N1) Neuraminidase IC50 33100.0 nM 10.1016/j.bmc.2014.09.004
Mus musculus C2C12 Activity nan None 10.1016/j.bmcl.2017.02.003
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
West Nile virus Genome polyprotein IC50 96000.0 nM 10.1016/j.ejmech.2014.10.010
None No relevant target Activity nan None 10.1039/C7MD00126F
None No relevant target permeability nan None 10.1021/acs.jnatprod.8b00592
None Unchecked IC50 12800.0 nM 10.1016/j.bmc.2014.09.004
None Unchecked Ki 16900.0 nM 10.1016/j.bmc.2014.09.004
None Unchecked %max 38.4 % 10.1021/acs.jmedchem.2c00592
None Unchecked Potency 3981.1 nM None
None Unchecked Ratio IC50 86.0 None 10.1021/acs.jnatprod.8b00592

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011632 COc1cc2c(cc1O)-c1cc3ccc(OC)c(OC)c3c[n+]1CC2.C[SAH]>>COc1cc2c(cc1OC)-c1cc3ccc(OC)c(OC)c3c[n+]1CC2 2.1.1.118-RXN
AKRT011685 COc1cc2c(cc1OC)-c1cc3ccc(OC)c(OC)c3c[n+]1CC2.C[SAH]>>COc1cc2c(cc1OC)[C@H]1[C@@H](C)c3ccc(OC)c(OC)c3CN1CC2 R07241
AKRT011691 COc1cc2c(cc1OC)[C@@H]1Cc3ccc(OC)c(OC)c3CN1CC2>>COc1cc2c(cc1OC)-c1cc3ccc(OC)c(OC)c3c[n+]1CC2 RXN-8699