U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of RESCINNAMINE

SMILES

[H][C@]12C[C@@H](OC(=O)\C=C\C3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]4([H])N(CCC5=C4NC6=C5C=CC(OC)=C6)C2

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

HIDE SMILES / InChI
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.

Approval Year

Doses

Doses

DosePopulationAdverse events​
15 mg single, parenteral
Highest studied dose
Dose: 15 mg
Route: parenteral
Route: single
Dose: 15 mg
Sources:
unhealthy
n = 3
Health Status: unhealthy
Condition: hypertension
Population Size: 3
Sources:
Other AEs: Weakness, Dizziness...
Other AEs:
Weakness
Dizziness
Nasal congestion
Sources:
4 mg 1 times / day multiple, oral
Highest studied dose
Dose: 4 mg, 1 times / day
Route: oral
Route: multiple
Dose: 4 mg, 1 times / day
Sources:
unhealthy
n = 10
Health Status: unhealthy
Condition: hypertension
Population Size: 10
Sources:
AEs

AEs

AESignificanceDosePopulation
Dizziness
15 mg single, parenteral
Highest studied dose
Dose: 15 mg
Route: parenteral
Route: single
Dose: 15 mg
Sources:
unhealthy
n = 3
Health Status: unhealthy
Condition: hypertension
Population Size: 3
Sources:
Nasal congestion
15 mg single, parenteral
Highest studied dose
Dose: 15 mg
Route: parenteral
Route: single
Dose: 15 mg
Sources:
unhealthy
n = 3
Health Status: unhealthy
Condition: hypertension
Population Size: 3
Sources:
Weakness
15 mg single, parenteral
Highest studied dose
Dose: 15 mg
Route: parenteral
Route: single
Dose: 15 mg
Sources:
unhealthy
n = 3
Health Status: unhealthy
Condition: hypertension
Population Size: 3
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​
PubMed

PubMed

TitleDatePubMed
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
Small molecules targeting severe acute respiratory syndrome human coronavirus.
2004 Jul 6
Search of chemical scaffolds for novel antituberculosis agents.
2005 Apr
Patents

Patents

Sample Use Guides

From 1 to 2 mg of rescinnamine are given orally.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
RESCINNAMINE
HSDB   INN   JAN   MART.   MI   ORANGE BOOK   VANDF   WHO-DD  
INN  
Official Name English
RESEALOID
Brand Name English
RESERPININE
Common Name English
3,4,5-TRIMETHOXYCINNAMIC ACID ESTER OF METHYL RESERPATE
Common Name English
MODERIL
Brand Name English
METHYL 18.BETA.-HYDROXY-11,17.ALPHA.-DIMETHOXY-3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLATE
Common Name English
RESCINNAMINE [VANDF]
Common Name English
APOTERIN S
Common Name English
Rescinnamine [WHO-DD]
Common Name English
CARTRIC
Brand Name English
METHYL 3,4,5-TRIMETHOXYCINNAMOYL RESERPATE
Common Name English
RESCINNAMINE [JAN]
Common Name English
CINNALOID
Brand Name English
RESCINNAMINE [MART.]
Common Name English
SCINNAMINA
Brand Name English
RESCISAN
Brand Name English
RESCINNAMINE [ORANGE BOOK]
Common Name English
rescinnamine [INN]
Common Name English
TSURUSELPI S
Brand Name English
RESCINNAMINE [MI]
Common Name English
(3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-11,17-DIMETHOXY-18-(((2E)-1-OXO-3-(3,4,5-TRIMETHOXYPHENYL)-2-PROPEN-1-YL)OXY)-YOHIMBAN-16-CARBOXYLIC ACID METHYL ESTER
Common Name English
NSC-15628
Code English
RESCINNAMINE [HSDB]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-VATC QC02LA02
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-VATC QC02LA52
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-ATC C02AA01
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-VATC QC02AA01
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-ATC C02LA52
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
WHO-ATC C02LA02
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL1668
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
DRUG BANK
DB01180
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
EVMPD
SUB10285MIG
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
CHEBI
28572
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
CAS
24815-24-5
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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NSC
15628
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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FDA UNII
Q6W1F7DJ2D
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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PUBCHEM
5280954
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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MERCK INDEX
m9532
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
2369
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
IUPHAR
7098
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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EPA CompTox
DTXSID3023554
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
INN
683
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
SMS_ID
100000080551
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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WIKIPEDIA
Rescinnamine
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
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NCI_THESAURUS
C61923
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
RXCUI
9259
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY RxNorm
HSDB
2176
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY
ECHA (EC/EINECS)
246-471-8
Created by admin on Fri Dec 15 16:03:29 GMT 2023 , Edited by admin on Fri Dec 15 16:03:29 GMT 2023
PRIMARY