RESCINNAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C35H42N2O9
Molecular Weight	634.716
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

SMILES

CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C(NC5=C4C=CC(OC)=C5)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)\C=C\C6=CC(OC)=C(OC)C(OC)=C6

InChI

InChIKey=SZLZWPPUNLXJEA-QEGASFHISA-N

InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1

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Description

Rescinnamine is an alkaloid isolated from Rauvolfia serpentina and approved by FDA for the treatment of hypertension. The mechanism of rescinnamine is not established, but probably resembles that of reserpine. Rescinnamine approval was discontinued by unknown reason.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonergic synapse 2	Inhibitor 8,504
Dopaminergic synapse 2	Inhibitor 8,504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypertension 575	Primary		Approved 8,583	MODERIL

Doses

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Dose	Population	Adverse events
15 mg single, parenteral Highest studied dose	unhealthy	Other AEs: Weakness, Dizziness...
4 mg 1 times / day multiple, oral Highest studied dose	unhealthy

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AEs

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AE	Dose	Population
Dizziness	15 mg single, parenteral Highest studied dose	unhealthy
Nasal congestion	15 mg single, parenteral Highest studied dose	unhealthy
Weakness	15 mg single, parenteral Highest studied dose	unhealthy

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Overview

CYP3A4	CYP2C9	CYP2D6	hERG
		binder 1

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1,741		P-gp 301

Drug as perpetrator

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Target	Modality	Activity
P-gp 1,932	inhibitor 4,027	yes [IC50 1.53 uM]
CYP2D6 2,546	binder 7	yes
P-gp 1,932	binder 7	yes
P-gp 1,932	inducer 1,966	yes

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Sourcing

Sourcing

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Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B2-4488	http://www.3bsc.com/index/pro_info.php?id=79428
AHH Chemical co.,ltd	MT-58416	http://www.ahhchemical.com/product/MT-58416.html
Aurora Fine Chemicals LLC	A24.067.386	http://online.aurorafinechemicals.com/info?ID=A24.067.386
Aurora Fine Chemicals LLC	K05.570.460	http://online.aurorafinechemicals.com/info?ID=K05.570.460
ChemFaces	CFN92580	http://www.chemfaces.com/natural/Reserpinine-CFN92580.html

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PubMed

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Title	Date	PubMed
A structure-function relationship among reserpine and yohimbine analogues in their ability to increase expression of mdr1 and P-glycoprotein in a human colon carcinoma cell line.	1995 Oct	7476894
Small molecules targeting severe acute respiratory syndrome human coronavirus.	2004 Jul 6	15226499
Search of chemical scaffolds for novel antituberculosis agents.	2005 Apr	15809316

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Patents

Sample Use Guides

In Vivo Use Guide

From 1 to 2 mg of rescinnamine are given orally.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Show entries

Name

Type

Language

RESCINNAMINE

Official Name

English

TSURUSELPI S

Preferred Name

English

RESEALOID

Brand Name

English

RESERPININE

Common Name

English

3,4,5-TRIMETHOXYCINNAMIC ACID ESTER OF METHYL RESERPATE

Common Name

English

Showing 1 to 5 of 23 entries

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Classification Tree

Code System

Code

Agent Affecting Cardiovascular System

NCI_THESAURUS

C270

Rauwolfia alkaloids and diuretics in combination

WHO-VATC

QC02LA02

Rauwolfia alkaloids and diuretics in combination

WHO-VATC

QC02LA52

Rauwolfia alkaloids

WHO-ATC

C02AA01

Rauwolfia alkaloids

WHO-VATC

QC02AA01

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Code System

Code

Type

Description

ChEMBL

CHEMBL1668

PRIMARY

DRUG BANK

DB01180

PRIMARY

EVMPD

SUB10285MIG

PRIMARY

CHEBI

28572

PRIMARY

CAS

24815-24-5

PRIMARY

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ACTIVE MOIETY


					Q6W1F7DJ2D

RESCINNAMINE

SMILES

InChI

CNS Activity

Originator

Approval Year

Targets

Conditions

Doses

AEs

Overview

OverviewOther

Drug as perpetrator​

Sourcing

PubMed

Patents

Sample Use Guides

Drug as perpetrator