BENZOYLACONINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C32H45NO10
Molecular Weight	603.7004
Optical Activity	UNSPECIFIED
Defined Stereocenters	15 / 15
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1C[C@@]2(COC)[C@H]3[C@@H](OC)[C@H]4[C@@H]1[C@@]3([C@@H]5C[C@@]6(O)[C@H](OC(=O)C7=CC=CC=C7)[C@@H]5[C@]4(O)[C@@H](O)[C@@H]6OC)[C@H](C[C@H]2O)OC

InChI

InChIKey=DHJXZSFKLJCHLH-BMTFSNIDSA-N

InChI=1S/C32H45NO10/c1-6-33-14-29(15-39-2)18(34)12-19(40-3)31-17-13-30(37)26(43-28(36)16-10-8-7-9-11-16)20(17)32(38,25(35)27(30)42-5)21(24(31)33)22(41-4)23(29)31/h7-11,17-27,34-35,37-38H,6,12-15H2,1-5H3/t17-,18-,19+,20-,21+,22+,23-,24-,25+,26-,27+,29+,30-,31+,32-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C32H45NO10
Molecular Weight	603.7004
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	15 / 15
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27761113 | https://www.ncbi.nlm.nih.gov/pubmed/27139035
Curator's Comment: Description was created based on several sources, including https://www.medchemexpress.com/DataSheet/Benzoylaconine.html

Benzoylaconine (Isaconitine; Pikraconitin) is an alkaloid in the Chinese traditional medicine Radix Aconiti Lateralis Preparata (Fuzi). Benzoylaconine is a metabolite of aconitine. Benzoylaconine increased P-gp expression in LS174T and Caco-2 cells, it also increased the P-gp transport activity. Benzoylaconine has being shown to stimulate dynorphin A expression in cultured primary spinal microglia.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
P-glycoprotein 1 54 Target ID: CHEMBL4302 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27139035	Activator 1447
Proenkephalin B 1 Target ID: CHEMBL2227 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27761113	Activator 1447		3.0 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Biological activities and pharmacokinetics of aconitine, benzoylaconine, and aconine after oral administration in rats.	2016-08	26360128
Induction of P-glycoprotein expression and activity by Aconitum alkaloids: Implication for clinical drug-drug interactions.	2016-05-03	27139035
Determination of the dermal penetration of esterom components using microdialysis sampling.	2003-11	14661928

Patents

Sample Use Guides

In Vivo Use Guide

Rats received a single intrathecal bolus injection of benzolyaconine (100, 200, and 400 ug)

Route of Administration: Other

In Vitro Use Guide

Benzolyaconine concentration-dependently increased prodynorphin gene expression, with the EC50 value of 3 uM

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:04:43 GMT 2025` Edited by `admin` on `Mon Mar 31 20:04:43 GMT 2025`
Record UNII	369U7A6HXD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZOYLACONINE

Common Name

English

ACONINE 14-BENZOATE

Preferred Name

English

BENZACONINE

Common Name

English

ISACONITINE

Common Name

English

PICRACONITINE

Common Name

English

ACONITANE-3,8,13,14,15-PENTOL, 20-ETHYL-1,6,16-TRIMETHOXY-4-(METHOXYMETHYL)-, 14-BENZOATE, (1.ALPHA.,3.ALPHA.,6.ALPHA.,14.ALPHA.,15.ALPHA.,16.BETA.)-

Common Name

English

PIKRACONITIN

Common Name

English

Code System Code Type Description

CHEBI

132633