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Deserpidine (Standard)

CAT: 0804-HY-107339RSize: 1 EachDry Ice: NoHazardous: No
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Description
Deserpidine (Standard) is the analytical standard of Deserpidine. This product is intended for research and analytical applications. Deserpidine (Harmonyl) is an alkaloid isolated from the root of Rauwolfia canescens related to Reserpine. Deserpidine is used as an antihypertensive agent and a tranquilizer. Deserpidine is a competitive angiotensin converting enzyme (ACE) inhibitor. Deserpidine also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex[1][2][3].
CAS Number
131-01-1
Product Name Alternative
Harmonyl (Standard)
UNSPSC
12352005
Target
Angiotensin-converting Enzyme (ACE) ; Reference Standards
Type
Reference Standards
Related Pathways
Metabolic Enzyme/Protease; Others
Field of Research
Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/deserpidine-standard.html
Smiles
COC([C@H]1[C@@]2([H])C[C@]3([H])C4=C(CCN3C[C@@]2([H])C[C@@H](OC(C5=CC(OC)=C(OC)C(OC)=C5)=O)[C@@H]1OC)C6=CC=CC=C6N4)=O
Molecular Formula
C32H38N2O8
Molecular Weight
578.65
References & Citations
[1]Varchi G, et al. Synthesis of deserpidine from reserpine. J Nat Prod. 2005 Nov;68 (11) :1629-31.|[2]Zhang H, et al. Liquid chromatography/tandem mass spectrometry method for the quantification of deserpidine in human plasma: Application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Oct 1;877 (27) :3221-5.|[3]Fulton SC, et al. Comparison of the effectiveness of deserpidine, reserpine, and alpha-methyltyrosine on brain biogenic amines. Fed Proc. 1976 Dec;35 (14) :2558-62.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Deserpidine

Deserpidine is a methyl ester, a yohimban alkaloid, a benzoate ester, an organic heteropentacyclic compound and an alkaloid ester. It derives from a hydride of a yohimban.

CAS Number131-01-1
PubChem CID8550
IUPAC Namemethyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Molecular FormulaC32H38N2O8
Molecular Weight578.7
XLogP4.1
Topological Polar Surface Area109
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Heavy Atom Count42
Formal Charge0
Complexity953
SMILES
CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
InChI
InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1
InChIKey
CVBMAZKKCSYWQR-WCGOZPBSSA-N
Chemical Structure
2D Structure
2D structure of Deserpidine
CAS: 131-01-1
CID: 8550
Formula: C32H38N2O8
MW: 578.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight578.7
XLogP34.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Exact Mass578.26281617
Monoisotopic Mass578.26281617
Topological Polar Surface Area109 Ų
Heavy Atom Count42
Formal Charge0
Complexity953
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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