RESERPINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1960)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C02AA02
UNII: 8B1QWR724A

Structure
InChI Key QEVHRUUCFGRFIF-MDEJGZGSSA-N
Smile COC(=O)[C@H]1[C@H]2C[C@@H]3c4[nH]c5cc(OC)ccc5c4CCN3C[C@H]2C[C@@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)[C@@H]1OC
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H40N2O9
Molecular Weight 608.69
AlogP 4.17
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 8.0
Polar Surface Area 117.78
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 44.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Synaptic vesicular amine transporter inhibitor
Primary Target
Vesicular monoamine transporter 2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 1700 - - 15.34
Enzyme Isomerase
- 160000 - - -
Enzyme Transferase
- - - - 16.08-21.65
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -1.89-0.37
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 1600 - - 100
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 4152 - 1686 -
Membrane receptor
- 4152 - 1686 68
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC18 family of vesicular amine transporters
- 13.2-15.5 8 5.26-630 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 25.4
Transporter Electrochemical transporter
- 7000-9200 8 5.26-630 30-85.1
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 500-6100 - 100-12200 -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 68400 - 295000 -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 11800-26302.68 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypercholesterolemia 3 D006937 ClinicalTrials
Heart Diseases 3 D006331 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Cardiovascular Diseases 3 D002318 ClinicalTrials
Cerebrovascular Disorders 3 D002561 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Vascular Diseases 2 D014652 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Amphetamine-Related Disorders 1 D019969 ClinicalTrials
Hypertension, Pulmonary 1 D006976 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture

Cross References

Resources Reference
CAS NUMBER 50-55-5
ChEBI 28487
ChEMBL CHEMBL772
DrugBank DB00206
DrugCentral 2370
EPA CompTox DTXSID7021237
FDA SRS 8B1QWR724A
Human Metabolome Database HMDB14351
Guide to Pharmacology 4823
KEGG C06539
PDB YHR
PharmGKB PA451236
PubChem 5770
SureChEMBL SCHEMBL2589
ZINC ZINC000003938746
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