APOREINE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H17NO2.ClH
Molecular Weight	315.794
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CN1CCC2=CC3=C(OCO3)C4=C2[C@@H]1CC5=C4C=CC=C5

InChI

InChIKey=SFAVZRNMTSBKPO-UQKRIMTDSA-N

InChI=1S/C18H17NO2.ClH/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17;/h2-5,9,14H,6-8,10H2,1H3;1H/t14-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C18H17NO2
Molecular Weight	279.3331
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19775092 | https://www.ncbi.nlm.nih.gov/pubmed/26606133 | https://www.ncbi.nlm.nih.gov/pubmed/26426004

Aporeine (Roemerine) is an aporphine alkaloid that can be isolated from many plants such as Annona senegalensis, Turkish Papaver and Rollinialeptopetala. Aporeine has been reported to exhibit antibacterial activity. It has also been demonstrated to have certain antifungal activity. Aporeine showed selective inhibitory effect on Cox-2.

Approval Year

Targets

Primary Target	Pharmacology	Potency
Cyclooxygenase-2 201 Target ID: CHEMBL230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19775092	Inhibitor 8504
Staphylococcus aureus 70 Target ID: CHEMBL352 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26606133	Inhibitor 8504
Candida albicans 14 Target ID: CHEMBL366 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26426004	Inhibitor 8504
Plasmodium falciparum 75 Target ID: CHEMBL364 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23127648	Inhibitor 8504	17.9 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Staphylococcal infections 24 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26606133	Primary	Preclinical	Unknown Approved Use Unknown
Candida infections 20 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26426004	Primary	Basic research	Unknown Approved Use Unknown
Malaria 96 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23127648	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Roemerine Improves the Survival Rate of Septicemic BALB/c Mice by Increasing the Cell Membrane Permeability of Staphylococcus aureus.	2015	26606133
Monoterpenoid indole alkaloids from Alstonia yunnanensis.	2009-10	19775092

Patents

Sample Use Guides

In Vivo Use Guide

After bacterial challenge for 1 h, mice were randomized to receive i.p. injection of Aporeine (Roemerine) at 20 mg/kg once daily for 2 d. The survival rates for roemerine 20 mg/kg was 58.3%, the survival rate of the model group was only 8.3%.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Aporeine showed selective inhibitory effect on Cox-2, with inhibitory rate of 94% at 100 uM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:43:15 GMT 2025` Edited by `admin` on `Mon Mar 31 22:43:15 GMT 2025`
Record UNII	J88097HTC1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APOREINE HYDROCHLORIDE [MI]

Preferred Name

English

APOREINE HYDROCHLORIDE

Common Name

English

1,2-METHYLENEDIOXYAPORPHINE HYDROCHLORIDE

Systematic Name

English

(7AS)-6,7,7A,8-TETRAHYDRO-7-METHYL-5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

PUBCHEM

73425403

Created by admin on Mon Mar 31 22:43:15 GMT 2025 , Edited by admin on Mon Mar 31 22:43:15 GMT 2025

PRIMARY

FDA UNII

J88097HTC1

Created by admin on Mon Mar 31 22:43:15 GMT 2025 , Edited by admin on Mon Mar 31 22:43:15 GMT 2025

PRIMARY

CAS

7633-71-8

Created by admin on Mon Mar 31 22:43:15 GMT 2025 , Edited by admin on Mon Mar 31 22:43:15 GMT 2025

PRIMARY

MERCK INDEX

m2005

Created by admin on Mon Mar 31 22:43:15 GMT 2025 , Edited by admin on Mon Mar 31 22:43:15 GMT 2025

PRIMARY

Merck Index

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/19775092 | https://www.ncbi.nlm.nih.gov/pubmed/26606133 | https://www.ncbi.nlm.nih.gov/pubmed/26426004

Approval Year

Targets

Conditions

Approved Use

Approved Use

Approved Use

PubMed

Patents

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19775092 | https://www.ncbi.nlm.nih.gov/pubmed/26606133 | https://www.ncbi.nlm.nih.gov/pubmed/26426004