The initial product is derived from Rauwolfia species; the final product is chemically synthesized.
R0875
Reserpine
Synonym(s):
(3β, 16β, 17α, 18β, 20α)-11,17-Dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C33H40N2O9
CAS Number:
Molecular Weight:
608.68
Beilstein:
102014
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
Recommended Products
Quality Level
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)
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Application
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[2] and Raynaud′s syndrome.[4] Reserpine is known to inhibit adrenaline induced-cutaneous blood vessel constriction. It diminishes the effect of hyperthyroidism on cardiovascular and nervous system.[4]
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Repr. 1A - STOT SE 3
Target Organs
Central nervous system
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Discover Bioactive Small Molecules for ADME/Tox
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Is Product R0875, Reserpine, synthetic?
1 answer-
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Is Product R0875, Reserpine, soluble in DMSO?
1 answer-
Reserpine can be dissolved in DMSO at 50 mg/mL, according to Stevenson, P.A., et al., J. Neurobiol., 43(2), 107-120 (2000).
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What is the purity of Product R0875, Reserpine?
1 answer-
The purity of each lot is given on the Certificate of Analysis; it is typically 98% as determined by Thin Layer Chromatography (TLC).
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Where do you store Product R0875, Reserpine?
1 answer-
Product No. R0875 may be stored at ambient temperature, in a cool dry place.
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What information do you have on the solubility of Product R0875, Reserpine?
1 answer-
This product is soluble in chloroform at a concentration of 50 mg/mL. It is freely soluble in chloroform (approx. 1 g in 6 mL), methylene chloride, glacial acetic acid, benzene, ethyl acetate. It is slightly soluble in acetone, methanol, alcohol (1 g/1800 mL), ether, and in aqueous solutions of acetic and citric acids. It is very sparingly soluble in water.
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What is the shelf life/expiration date of Product R0875, Reserpine?
1 answer-
This product does not have an assigned shelf life or expiration date. The QC testing date is given on the certificate of analysis for each lot. The standard Sigma-Aldrich guarantee of one year from date of receipt applies.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Can solutions of Product R0875, Reserpine, be autoclaved?
1 answer-
You can filter sterilize the solution. Autoclaving is not recommended as it discolors the solution.
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