r
reserpine
Chemical compound
Also known as (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester · 3,4,5-trimethoxybenzoyl methyl reserpate · (-)-reserpine · (−)-reserpine
- Formula
- C₃₃H₄₀N₂O₉
1
- C₃₃H₄₀N₂O₉
- Mass
- 608.2734 Da
1
- 608.2734 Da
- Melting point
- 265°C
1
- 265°C
Overview
Chemistry
All data
181 statements · 36% with external sources · numbers in brackets are citations
- Medical condition treated
- arterial hypertension
1
- schizophrenia
1
- arterial hypertension(since 1955) approved by: United States Food and Drug Administration
1
Sources- 1.Stated in Inxight: Drugs Databasedrugs.ncats.io/drug/8B1QWR724ARetrieved 2018-11-02
- arterial hypertension
- Isomeric SMILES
- CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
1
- CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
- Canonical SMILES
- COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
1
- COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
- Subject has role
- adrenergic uptake inhibitors
2
Sources- 1.Stated in NDF-RTRetrieved 2018-03-05
- 2.Stated in Medical Subject HeadingsRetrieved 2018-03-15
- antipsychotics
1
- antihypertensive drug
1
- carcinogen
1
Sources- 1.Stated in California Proposition 65 list of chemicalsoehha.ca.gov/chemicals/reserpineRetrieved 2020-03-18
- adrenergic uptake inhibitors
- Physically interacts with
- Solute carrier family 18 member A1 subject has role: enzyme inhibitor
1
- Solute carrier family 18 member A2 subject has role: enzyme inhibitor
1
- Solute carrier family 18 member A1 subject has role: enzyme inhibitor
- Found in taxon
- Rauvolfia volkensii
2
Sources- 1.Stated in Alkaloid distribution in some african rauvolfia species
- 2.Stated in The alkaloids of Rauwolfia volkensii
- Vinca minor
2
Sources- 1.Stated in Vinca Alkaloids
- 2.Stated in Plant Alkaloids: The Vinca Alkaloids
- Rauvolfia serpentina
12
Sources- 1.Stated in Chromatographic isolation of primary and secondary metabolites from plant cell cultures
- 2.Stated in Indole Alkaloids from Multiple Shoot Cultures of Rauwolfia serpentina
- 3.Stated in Development of an efficient system for the separation of indole alkaloids by high performance liquid chromatography and its applications.
- 4.Stated in Indole alkaloids from cell suspension cultures of Rauwolfia serpentina benth
- 5.Stated in Alkaloids of Rauwolfia species growing in Vietnam
- 6.Stated in Inhibitory Effects of Plant Secondary Metabolites on Cytotoxic Activity of Polymorphonuclear Leucocytes
- Alstonia constricta
- Alstonia mollis
- Alstonia venenata
1
- Rauvolfia cambodiana
1
- Rauvolfia mannii
2
Sources- 1.Stated in The Alkaloids of Rauwolfia cumminsii.
- 2.Stated in Root alkaloids of Rauwolfia cumminsii Stapf
Show 8 moreShow less
- Rauvolfia littoralis
1
- Rauvolfia vomitoria
- Rauvolfia yunnanensis
2
Sources- 1.Stated in Three new indole alkaloids from Rauvolfia yunnanensis
- 2.Stated in ALKALOIDS OF RAUWOLFIA SPECIES
- Catharanthus roseus
- Rauvolfia verticillata
3
Sources- 1.Stated in Three new indole alkaloids from Rauvolfia yunnanensis
- 2.Stated in ALKALOIDS OF RAUWOLFIA SPECIES
- 3.Stated in Alkaloids of Rauwolfia species growing in Vietnam
- Rauvolfia mombasiana
1
- Citharexylum flexuosum
1
- Rauvolfia afra
- Rauvolfia volkensii
- LiverTox likelihood score
- LiverTox toxicity likelihood category E
1
Sources- 1.Stated in LiverToxncbi.nlm.nih.gov/books/n/livertox/ReserpineRetrieved 2021-04-08
- LiverTox toxicity likelihood category E
- Defined daily dose
- 0.5 milligram route of administration: oral administration
- 0.5 milligram route of administration: parenteral route of administration
On other databases
58 identifiers linking reserpine across the web's reference databases
- ATC codeC02AA02
- CA PROP 65 IDreserpine
- CAMEO Chemicals ID16239
- CAS Registry Number50-55-5
- ChEBI ID28487
- ChEMBL IDCHEMBL772
- ChemSpider ID5566
- DeCS ID12531
- DrugBank IDDB00206
- DrugCentral ID2370
- DSSTOX compound identifierDTXCID201237
- DSSTox substance IDDTXSID7021237
- EC number200-047-9
- ECHA Substance Infocard ID100.000.044
- Elhuyar ZTH ID023316
- Encyclopædia Britannica Online IDscience/reserpine
- Encyclopædia Universalis IDreserpine
- Encyclopedia of China (Second Edition) ID216945
- Freebase ID/m/054vrz
- GND ID4177831-5
- Guide to Pharmacology Ligand ID4823
- HSDB ID213
- Human Metabolome Database IDHMDB0014351
- InChIInChI=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
- InChIKeyQEVHRUUCFGRFIF-MDEJGZGSSA-N
- J9U entity ID987007533925105171
- KEGG IDC06539
- KNApSAcK IDC00001763
- Library of Congress Authorities IDsh85113062
- LiverTox IDReserpine
- MassBank accession IDMSBNK-Eawag-EA268201
- MedlinePlus drug identifiera601107
- MeSH concept IDM0018861
- MeSH descriptor IDD012110
- MeSH tree codeD03.132.436.681.933.500
- Microsoft Academic ID (discontinued)2777842393
- NALT ID10390
- NDF-RT IDN0000145891
- NSC number59272
- OpenAlex IDC2777842393
- PatientsLikeMe treatment IDreserpine
- PDB ligand IDYHR
- PesticideInfo chemical IDPRI5551
- Probes And Drugs IDPD001766
- PubChem CID5770
- Quora topic IDReserpine
- Reaxys registry number5326088
- RxNorm CUI9260
- SPLASHsplash10-0a4i-0000009000-2bafaa3238dfda9f4989
- Store medisinske leksikon IDreserpin
- SureChEMBL ID2589
- UMLS CUIC0035179
- UniChem compound ID345319
- UNII8B1QWR724A
- WordNet 3.1 Synset ID04085348-n
- World Health Organisation international non-proprietary name numeric ID282
- Yale LUX IDconcept/dab84c6e-3f8e-4956-855c-4de410535e6e
- ZVG number36160