Phyto4Health

Reserpine

Representations & DB's id

ChEBI: CHEBI:28487
ChEMBL: CHEMBL772
PubChem: 5770
IUPAC: methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Standard InChI: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
Standard InChI Key: QEVHRUUCFGRFIF-MDEJGZGSSA-N
SMILES: COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)c1cc(OC)c(c(c1)OC)OC

Molecular propeties

AlogP: 4.17
Hydrogen bonds acceptors: 10
Hydrogen bonds donors: 1
Rotatable bonds: 8
Number of rings: 6
Molecular Weight: 608.27
Topological polar surface area: 118
Number of aromatic rings: 3
Fsp3: 0.515
Number of carbons: 33

Plant sources

Part of plant Plant name Ref.
PlantHypericum perforatum

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC503019.95 nMP-glycoprotein 1P08183
IC503235.94 nMP-glycoprotein 1P08183
IC5075857757503 nMP-glycoprotein 1P08183
IC5026302.68 nMATP-binding cassette sub-family G member 2Q9UNQ0
IC503235.94 nMP-glycoprotein 1P08183
Others37 %Canalicular multispecific organic anion transporter 1Q92887
IC50160000 nMDNA topoisomerase IP11387
Potency17782.8 nMPrelamin-A/CP02545
Potency22387.2 nMLysine-specific demethylase 4D-likeB2RXH2
Potency25118.9 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency28183.8 nMHistone-lysine N-methyltransferase MLLQ03164
Potency7943.3 nMCaspase-7P55210
Potency15848.9 nMThyroid stimulating hormone receptorP16473
Potency44668.4 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency56234.1 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency10000 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency14125.4 nMMicrotubule-associated protein tauP10636
Potency19952.6 nMAldehyde dehydrogenase 1A1P00352
Potency39810.7 nMAldehyde dehydrogenase 1A1P00352
Potency47754.8 nMPeripheral myelin protein 22Q01453
Potency19952.6 nMArachidonate 15-lipoxygenaseP16050
Potency7943.3 nMMAP kinase ERK2P28482
Potency28183.8 nMLethal(3)malignant brain tumor-like protein 1Q9Y468
Potency17782.8 nMBloom syndrome proteinP54132
Potency15848.9 nMThyroid stimulating hormone receptorP16473
Potency31622.8 nMThrombopoietinP40225
Potency7943.3 nMCaspase-1P29466
Potency31622.8 nMHemoglobin beta chainP68871
Potency10000 nMNeuropeptide S receptorQ6W5P4
Potency17782.8 nMBloom syndrome proteinP54132
Potency31622.8 nMDNA polymerase betaP06746
Potency3981.1 nMCytochrome P450 3A4P08684
Potency11220.2 nMGemininO75496
Potency31622.8 nMThrombopoietinP40225
Potency3981.1 nMCytochrome P450 3A4P08684
Potency56234.1 nMLysine-specific demethylase 4AO75164
Potency25929 nMNuclear factor erythroid 2-related factor 2Q16236
Potency7079.5 nMHistone acetyltransferase GCN5Q92830
Potency37685.8 nMM-phase phosphoprotein 8Q99549
Potency19952.6 nMM-phase phosphoprotein 8Q99549
Potency22387.2 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency2511.9 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency17782.8 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency39810.7 nMChromobox protein homolog 1P83916
Potency28183.8 nMBromodomain adjacent to zinc finger domain protein 2BQ9UIF8
Potency10000 nMATPase family AAA domain-containing protein 5Q96QE3
Potency23934.1 nMPeptidyl-prolyl cis-trans isomerase NIMA-interacting 1Q13526
Potency11577.4 nMATPase family AAA domain-containing protein 5Q96QE3
Potency16360.1 nMGemininO75496
Potency29855.4 nMGemininO75496
Potency39810.7 nMNuclear factor NF-kappa-B p105 subunitP19838
Potency44668.4 nMNuclear factor NF-kappa-B p105 subunitP19838
Potency53080.4 nMNuclear factor erythroid 2-related factor 2Q16236
Potency54482.7 nMNuclear factor erythroid 2-related factor 2Q16236
Potency11220.2 nMGemininO75496
Potency29855.4 nMGemininO75496
Potency28183.8 nMGlucagon-like peptide 1 receptorP43220
Potency66824.2 nMInterleukin-8P10145
Potency37578 nMNuclear receptor ROR-gammaP51449
Others72.3 %Solute carrier organic anion transporter family member 2B1O94956
Others25.4 %Solute carrier organic anion transporter family member 1B3Q9NPD5
Others67.2 %Solute carrier organic anion transporter family member 1B1Q9Y6L6
Others29.2 P-glycoprotein 1P08183
Others4.4 P-glycoprotein 1P08183