R0875

Reserpine

• Synonym(s): (3β, 16β, 17α, 18β, 20α)-11,17-Dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester
• Empirical Formula (Hill Notation): C₃₃H₄₀N₂O₉
• CAS Number: 50-55-5
• Molecular Weight: 608.68
• Beilstein/REAXYS Number: 102014
• EC Number: 200-047-9
• MDL number: MFCD00005091
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278208
• NACRES: NA.77

Properties

• Quality Level: 200
• mp: ~265 °C (dec.)
• SMILES string: CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5cc(OC)ccc45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)c6cc(OC)c(OC)c(OC)c6
• 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
• InChI key: QEVHRUUCFGRFIF-MDEJGZGSSA-N
• Gene Information: human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363) , SLC18A2(6571)

Description

Application

Reserpine has been used:

• to study its effect on minimal inhibitory concentration of trovafloxacin and ciprofloxacin
• inject rats, to study its effect on behavioural parameters such as locomotion and fear/anxiety
• as a lock spray reference compound in lipid profiling

Biochem/physiol Actions

Inhibits vesicular uptake of catecholamines and serotonin.

Reserpine is an alkaloid present in Rauwolfia species. It is useful in treating systemic hypertension, schizophrenia, psychiatric disorders and Raynaud′s syndrome. Reserpine is known to inhibit adrenaline induced-cutaneous blood vessel constriction. It diminishes the effect of hyperthyroidism on cardiovascular and nervous system.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H336,H351,H360D
• pcodes: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Repr. 1A - STOT SE 3
• target_organs: Central nervous system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves