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CHEBI:28487 - reserpine
| Formula | C33H40N2O9 |
| Net Charge | 0 |
| Average Mass | 608.688 |
| Monoisotopic Mass | 608.27338 |
| SMILES | [H][C@]12C[C@@H](OC(=O)c3cc(OC)c(OC)c(OC)c3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@]1([H])c3nc4cc(OC)ccc4c3CCN1C2 |
| 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 |
| InChIKey | QEVHRUUCFGRFIF-MDEJGZGSSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Rauvolfia vomitoria (ncbitaxon:403115) | - | DOI (10.1080/01496395.2011.635623) |
| Roles Classification |
|---|
| Chemical Role: | environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. |
| Biological Roles: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. EC 3.4.21.26 (prolyl oligopeptidase) inhibitor Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26). xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| Applications: | antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. antiatherosclerotic agent A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. hypoglycemic agent A drug which lowers the blood glucose level. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. first generation antipsychotic Antipsychotic drugs which can have different modes of action but which tend to be more likely than second generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements; such body movements can become permanent even after treatment has ceased. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| reserpine (CHEBI:28487) has functional parent reserpic acid (CHEBI:46690) |
| reserpine (CHEBI:28487) has role adrenergic uptake inhibitor (CHEBI:35640) |
| reserpine (CHEBI:28487) has role antiatherosclerotic agent (CHEBI:145947) |
| reserpine (CHEBI:28487) has role antihypertensive agent (CHEBI:35674) |
| reserpine (CHEBI:28487) has role cardiovascular drug (CHEBI:35554) |
| reserpine (CHEBI:28487) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779) |
| reserpine (CHEBI:28487) has role environmental contaminant (CHEBI:78298) |
| reserpine (CHEBI:28487) has role first generation antipsychotic (CHEBI:65190) |
| reserpine (CHEBI:28487) has role hypoglycemic agent (CHEBI:35526) |
| reserpine (CHEBI:28487) has role plant metabolite (CHEBI:76924) |
| reserpine (CHEBI:28487) has role xenobiotic (CHEBI:35703) |
| reserpine (CHEBI:28487) is a alkaloid (CHEBI:22315) |
| reserpine (CHEBI:28487) is a alkaloid ester (CHEBI:38481) |
| reserpine (CHEBI:28487) is a methyl ester (CHEBI:25248) |
| reserpine (CHEBI:28487) is a organic molecular entity (CHEBI:50860) |
| reserpine (CHEBI:28487) is a yohimban alkaloid (CHEBI:27358) |
| IUPAC Name |
|---|
| methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate |
| INN | Source |
|---|---|
| reserpina | WHO MedNet |
| Synonyms | Source |
|---|---|
| 3,4,5-trimethoxybenzoyl methyl reserpate | ChemIDplus |
| (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester | NIST Chemistry WebBook |
| Apoplon | ChemIDplus |
| ENT-50146 | ChEMBL |
| NSC-237659 | ChEMBL |
| NSC-59272 | ChEMBL |
| Brand Names | Source |
|---|---|
| Hiserpia | ChEMBL |
| Rau-sed | ChEMBL |
| Reserpine component of cam-ap-es | ChEMBL |
| Reserpine component of demi-regroton | ChEMBL |
| Reserpine component of diutensen-r | ChEMBL |
| Reserpine component of dralserp | ChEMBL |
| Citations |
|---|