STYLOPINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H17NO4
Molecular Weight	323.3426
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1OC2=CC=C3C[C@H]4N(CCC5=CC6=C(OCO6)C=C45)CC3=C2O1

InChI

InChIKey=UXYJCYXWJGAKQY-OAHLLOKOSA-N

InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2/t15-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C19H17NO4
Molecular Weight	323.3426
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24769118 | https://www.ncbi.nlm.nih.gov/pubmed/27387398

Stylopine is a major component of the leaf of Chelidonium majus L. (Papaveraceae) which has been used for the removal of warts, papillomas, and condylomas, as well as the treatment of liver disease in oriental countries. It was shown that stylopine might contribute to the anti-inflammatory activity of Chelidonium majus by means of suppressing NO and PGE2 production. Stylopine has also been highlighted as a model compound for the design and future development of structurally related AKR1C3 inhibitors.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Aldo-keto reductase family 1 member C3 2 Target ID: P42330\|\|\|Q9UII3 Gene ID: 8644.0 Gene Symbol: AKR1C3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24769118	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Isoquinoline alkaloids as a novel type of AKR1C3 inhibitors.	2014-09	24769118

Patents

Sample Use Guides

In Vivo Use Guide

Different doses of aerial parts of F. capreolata (AFC) (25, 50 and 100mg/kg) were assayed in the DNBS model of experimental colitis in mice, and the colonic damage was evaluated both histologically and biochemically. AFC containS 1.3% of stylopine and 0.9% of protopine

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:41:38 GMT 2025` Edited by `admin` on `Mon Mar 31 21:41:38 GMT 2025`
Record UNII	J0JS75Q12Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

STYLOPIN

Preferred Name

English

STYLOPINE

Common Name

English

2,3:9,10-BIS(METHYLENEDIOXY)-(-)-TETRAHYDROBERBERINE

Common Name

English

(S)-STYLOPINE

Common Name

English

STYLOPINE [MI]

Common Name

English

13A.ALPHA.-BERBINE, 2,3:9,10-BIS(METHYLENEDIOXY)-

Common Name

English

(-)-TETRAHYDROCOPTISINE

Common Name

English

NSC-110382

Code

English

(-)-STYLOPINE

Common Name

English

4H-BIS(1,3)BENZODIOXOLO(5,6-A:4',5'-G)QUINOLIZINE, 6,7,12B,13-TETRAHYDRO-, (12BS)-

Systematic Name

English

Code System Code Type Description

FDA UNII

J0JS75Q12Z