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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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R101672-20mg
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20mg |
5
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$42.90
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| Synonyms | Carditivo | Eberpine | Rautrin | Reserp | Reserpil | Benazyl | Diurese-R | Eskaserp | Gilucard | Hydroserp | Reserpamed | Reserpin | Mephaserpin | Rausedyl | Riserpa | Serpate | Rausan | Reserpex | Reserpidefe | Rauserpine | Rausingle | Rauwoleaf | Reserp |
|---|---|
| Specifications & Purity | Moligand™, analytical standard, ≥99.5% |
| Biochemical and Physiological Mechanisms | Inhibits vesicular uptake of catecholamines and serotonin. |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | analytical standard, Moligand™ |
| Action Type | INHIBITOR |
| Mechanism of action | Synaptic vesicular amine transporter inhibitor |
| Product Description |
Reserpine has displayed a capacity to inhibit the transport of biogenic amines into synaptic vesicles and adrenal chromaffin granules. The mechanism behind this inhibition has been illuminated as an irreversible binding to the vesicular amine transporter. Furthermore, Reserpine has been reported to interfere with dopamine transporter activity and potently inhibit synaptosomal dopamine uptake. Reserpine is an inhibitor of VMAT 2. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Yohimbine alkaloids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Yohimbine alkaloids |
| Alternative Parents | Corynanthean-type alkaloids Beta carbolines Gallic acid and derivatives M-methoxybenzoic acids and derivatives P-methoxybenzoic acids and derivatives 3-alkylindoles Benzoic acid esters Anisoles Methoxybenzenes Phenoxy compounds Benzoyl derivatives Aralkylamines Alkyl aryl ethers Piperidines Dicarboxylic acids and derivatives Pyrroles Heteroaromatic compounds Methyl esters Trialkylamines Amino acids and derivatives Azacyclic compounds Dialkyl ethers Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Yohimbine - Corynanthean skeleton - Yohimbine alkaloid - Pyridoindole - Beta-carboline - Gallic acid or derivatives - P-methoxybenzoic acid or derivatives - M-methoxybenzoic acid or derivatives - Benzoate ester - 3-alkylindole - Indole - Indole or derivatives - Benzoic acid or derivatives - Benzoyl - Phenol ether - Anisole - Phenoxy compound - Methoxybenzene - Alkyl aryl ether - Aralkylamine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Piperidine - Pyrrole - Methyl ester - Heteroaromatic compound - Tertiary aliphatic amine - Amino acid or derivatives - Tertiary amine - Carboxylic acid ester - Organoheterocyclic compound - Ether - Carboxylic acid derivative - Azacycle - Dialkyl ether - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Amine - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor. |
| External Descriptors | Indole alkaloids - Alkaloids |
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| ALogP | 4 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | 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 |
|---|---|
| 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 |
| Smiles | COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC |
| 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 |
| WGK Germany | 3 |
| PubChem CID | 5770 |
| UN Number | 3077 |
| Packing Group | III |
| Molecular Weight | 608.68 |
| Beilstein | 102014 |
| Solubility | Soluble in DMSO (100 mM), chloroform (10 mg/ml), water (<1 mg/ml at 25° C), and ethanol (<1 mg/ml at 25° C). |
|---|---|
| Specific Rotation[α] | 177° (C=1,DMF) |
| Flash Point(°F) | 22 °C |
| Flash Point(°C) | 22°C |
| Molecular Weight | 608.700 g/mol |
| XLogP3 | 4.000 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 10 |
| Exact Mass | 608.273 Da |
| Monoisotopic Mass | 608.273 Da |
| Topological Polar Surface Area | 118.000 Ų |
| Heavy Atom Count | 44 |
| Formal Charge | 0 |
| Complexity | 1000.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |