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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H43NO10
Molecular Weight 589.6738
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 15
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZOYLMESACONINE

SMILES

[H][C@]12C[C@]3(O)[C@H](OC(=O)C4=CC=CC=C4)[C@]1([H])[C@@](O)([C@@H]5[C@H](OC)[C@@]6([H])[C@]27C5N(C)C[C@]6(COC)[C@H](O)C[C@@H]7OC)[C@@H](O)[C@@H]3OC

InChI

InChIKey=PULWZCUZNRVAHT-PUAFOYDXSA-N
InChI=1S/C31H43NO10/c1-32-13-28(14-38-2)17(33)11-18(39-3)30-16-12-29(36)25(42-27(35)15-9-7-6-8-10-15)19(16)31(37,24(34)26(29)41-5)20(23(30)32)21(40-4)22(28)30/h6-10,16-26,33-34,36-37H,11-14H2,1-5H3/t16-,17-,18+,19-,20?,21+,22-,23-,24+,25-,26+,28+,29-,30+,31-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/7997462 | https://www.ncbi.nlm.nih.gov/pubmed/8282271 | https://www.ncbi.nlm.nih.gov/pubmed/9682963 | https://www.ncbi.nlm.nih.gov/pubmed/9682964 | |https://www.ncbi.nlm.nih.gov/pubmed/12543043

Benzoylmesaconine (BMA) is the main Aconitum alkaloid in Radix Aconiti Lateralis Preparata. Notably, the high levels of toxicity of Radix Aconiti are derived from diester aconitum alkaloids, including aconitine, mesaconitine and hypaconitine, which can be hydrolyzed to benzoylaconine, benzoylmesaconine and benzoylhypaconine, respectively. Benzoylmesaconine exhibits biological effects, including analgesic, antiviral and antifungal activities.

CNS Activity

Curator's Comment: Benzoylmesaconine is CNS active in animals. No human data available.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Analgesic effect of benzoylmesaconine].
1993 Dec
Antinociceptive mechanism of the aconitine alkaloids mesaconitine and benzoylmesaconine.
1994 Oct
The regulation of burn-associated infections with herpes simplex virus type 1 or Candida albicans by a non-toxic aconitine-hydrolysate, benzoylmesaconine. Part 1: Antiviral and anti-fungal activities in thermally injured mice.
1998 Jun
Therapeutic effects of IL-12 combined with benzoylmesaconine, a non-toxic aconitine-hydrolysate, against herpes simplex virus type 1 infection in mice following thermal injury.
2003 Feb
An optimized high-performance liquid chromatography (HPLC) method for benzoylmesaconine determination in Radix Aconiti Lateralis Preparata (Fuzi, aconite roots) and its products.
2008 May 30
Pharmacokinetic comparisons of benzoylmesaconine in rats using ultra-performance liquid chromatography-tandem mass spectrometry after administration of pure benzoylmesaconine and Wutou decoction.
2014 Oct 17
Patents

Sample Use Guides

Benzoylmesaconine at the dosage of 30 mg/kg (per os) significantly increased the pain threshold in rats. Benzoylmesaconine (5 mg/kg i.v.) produced a weak temporary hypotension in rats which was blocked to some extent by atropine.
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
BENZOYLMESACONINE
Common Name English
ACONITANE-3,8,13,14,15-PENTOL, 4-(METHOXYMETHYL)-20-METHYL-1,6,16-TRIMETHOXY-, 14-BENZOATE, (1-.ALPHA.,3-.ALPHA.,6-.ALPHA.,14-.ALPHA.,15-.ALPHA.,16-.BETA.)-
Common Name English
14-O-BENZOYLMESACONINE
Common Name English
O8-DEACETYLMESACONITINE
Common Name English
MESACONINE 14-BENZOATE
Common Name English
Code System Code Type Description
PUBCHEM
102004490
Created by admin on Fri Dec 15 20:37:06 GMT 2023 , Edited by admin on Fri Dec 15 20:37:06 GMT 2023
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FDA UNII
PXJ8W3681R
Created by admin on Fri Dec 15 20:37:06 GMT 2023 , Edited by admin on Fri Dec 15 20:37:06 GMT 2023
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CHEBI
132630
Created by admin on Fri Dec 15 20:37:06 GMT 2023 , Edited by admin on Fri Dec 15 20:37:06 GMT 2023
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EPA CompTox
DTXSID10979273
Created by admin on Fri Dec 15 20:37:06 GMT 2023 , Edited by admin on Fri Dec 15 20:37:06 GMT 2023
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CAS
63238-67-5
Created by admin on Fri Dec 15 20:37:06 GMT 2023 , Edited by admin on Fri Dec 15 20:37:06 GMT 2023
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