Compounds > benzoylmesaconine
Page last updated: 2024-11-13

benzoylmesaconine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

benzoylmesaconine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

benzoylmesaconine : A diterpene alkaloid with formula C31H43NO10 that is isolated from several Aconitum species. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

FloraRankFlora DefinitionFamilyFamily Definition
AconitumgenusA plant genus of the family RANUNCULACEAE. Members contain a number of diterpenoid alkaloids including: aconitans, hypaconitine, ACONITINE, jesaconitine, ignavine, napelline, and mesaconitine. The common name of Wolfbane is similar to the common name for ARNICA.[MeSH]RanunculaceaeThe buttercup plant family of the order RANUNCULALES, class MAGNOLIOPSIDA. The leaves are usually alternate and stalkless. The flowers usually have two to five free sepals and may be radially symmetrical or irregular.[MeSH]

Cross-References

ID SourceID
PubMed CID24832659
CHEMBL ID2062952
CHEBI ID132630
MeSH IDM0226392

Synonyms (10)

Synonym
benzoylmesaconine
mesaconine 14-benzoate
CHEBI:132630
14-benzoylmesaconine
63238-67-5
3alpha,8,13,15alpha-tetrahydroxy-1alpha,6alpha,16beta-trimethoxy-4-(methoxymethyl)-20-methylaconitan-14alpha-yl benzoate
(1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-3,8,13,15-tetrahydroxy-1,6,16-trimethoxy-4-(methoxymethyl)-20-methylaconitan-14-yl benzoate
CHEMBL2062952
AC-34000
[(1s,2r,3r,4r,5r,6s,7s,8r,9r,13r,14r,16s,17s,18r)-5,7,8,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

Research Excerpts

Actions

ExcerptReferenceRelevance
"Benzoylmesaconine did not inhibit the growth of these pathogens in vitro and did not directly reduce the viability of the pathogens."( 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.
Kobayashi, H; Kobayashi, M; Mori, K; Pollard, RB; Suzuki, F, 1998)		1.22

Toxicity

ExcerptReferenceRelevance
") without ACs showed no toxic symptoms."( [Aconitine analogues in wild Aconitum plants: contents toxicity to mice and decrease by boiling].
Itou, T; Kasahara, Y; Numazawa, T; Wada, A, 2013)		0.39

Pharmacokinetics

Benzoylmesaconine (BMA) was used as the marker compound for the pharmacokinetic study of Wutou decoction. Compared with single-herb extracts, alkaloids in plasma showed slower elimination. The maximum plasma concentration and area under the plasma concentration curve values decreased.

ExcerptReferenceRelevance
" The validated method was employed to simultaneous quantitation and successfully used for the first time for the pharmacokinetic evaluation of the six Aconitum alkaloids after intravenous drop administration of "SHEN-FU" injectable powder in phase I clinical trial."( Simultaneous quantitation of aconitine, mesaconitine, hypaconitine, benzoylaconine, benzoylmesaconine and benzoylhypaconine in human plasma by liquid chromatography-tandem mass spectrometry and pharmacokinetics evaluation of "SHEN-FU" injectable powder.
Chen, LJ; Duan, JG; Li, R; Tang, MH; Wang, XH; Wei, YQ; Zhang, F; Zhao, X, 2008)		0.57
"05), while T1/2, AUC0-t and Cmax of BAC, BHA increased (P<0."( The effects of Rhizoma Zingiberis on pharmacokinetics of six Aconitum alkaloids in herb couple of Radix Aconiti Lateralis-Rhizoma Zingiberis.
Cai, BC; Cui, XB; Li, JS; Li, W; Peng, WW; Wen, HM; Yang, GM; Zhang, YX, 2013)		0.39
" Compared with single-herb extracts, alkaloids in plasma (except methylephedrine, benzoylmesaconine and benzoylhypaconine) showed slower elimination (the mean residence time or half-life was longer), although the maximum plasma concentration and area under the plasma concentration curve values decreased."( Simultaneous quantification and pharmacokinetics of alkaloids in Herba Ephedrae-Radix Aconiti Lateralis extracts.
Huo, H; Li, H; Luo, J; Song, S; Tang, Q; Xing, X, )		0.36
" Benzoylmesaconine (BMA), the most abundant component of Wutou decoction, was used as the marker compound for the pharmacokinetic study of Wutou decoction."( Pharmacokinetic comparisons of benzoylmesaconine in rats using ultra-performance liquid chromatography-tandem mass spectrometry after administration of pure benzoylmesaconine and Wutou decoction.
Dai, PM; Li, Q; Liu, ZQ; Lu, LL; Wang, Y; Ye, L; Zeng, S; Zheng, ZJ, 2014)		1.6
" This validated method was employed for pharmacokinetic study of BH in rats and the bioavailability orally administered was estimated to be 16."( An enzyme-linked immunosorbent assay for monoester-type aconitic alkaloids and its application in the pharmacokinetic study of benzoylhypaconine in rats.
Hua, ML; Liu, CC; Xu, Y; Xu, YH; Yuan, S, 2018)		0.48

Bioavailability

ExcerptReferenceRelevance
" This validated method was employed for pharmacokinetic study of BH in rats and the bioavailability orally administered was estimated to be 16."( An enzyme-linked immunosorbent assay for monoester-type aconitic alkaloids and its application in the pharmacokinetic study of benzoylhypaconine in rats.
Hua, ML; Liu, CC; Xu, Y; Xu, YH; Yuan, S, 2018)		0.48
" The absorption rate and degree of 6-gingerol in the ileum in the Sini Decoction group were significantly higher than those in the Zingiberis Rhizoma group(P<0."( [Comparative study on intestinal absorption kinetics of main active components in Sini Decoction and its separated recipes].
Chen, YL; Fu, CM; Fu, S; Gan, S; Gao, F; Lin, MS; Zhou, F, 2022)		0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
analgesicAn agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antiinfective agentA substance used in the prophylaxis or therapy of infectious diseases.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (9)

ClassDescription
bridged compoundA polycyclic compound in which two rings have two or more atoms in common.
diterpene alkaloid
organic heteropolycyclic compound
polyetherAny ether that contains more than one ether linkage.
secondary alcoholA secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
benzoate esterEsters of benzoic acid or substituted benzoic acids.
tertiary alcoholA tertiary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has three other carbon atoms attached to it.
tertiary amino compoundA compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
tetrolA polyol that contains 4 hydroxy groups.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID676145Hepatoprotective activity against DL-galactosamine-induced cell death in rat WB-F344 cells at 10 uM incubated for 1 hr prior to DL-galactosamine-challenge measured after 24 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676150Cytotoxicity against human Ketr3 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676151Cytotoxicity against human Bel7402 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676146Antiinflammatory activity in mouse peritoneal macrophages assessed as inhibition of nitric oxide production at 10 uM2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676149Cytotoxicity against human MCF7 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676147Cytotoxicity against human BGC823 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676152Cytotoxicity against human HCT8 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676144Antioxidant activity in rat liver microsome assessed as inhibition of FeSO4-induced lipid peroxidation at 10 uM incubated for 15 mins prior to FeSO4-challenge measured after 15 mins by modified thiobarbituric acid method2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
AID676148Cytotoxicity against human A549 cells at 10 uM after 96 hrs by MTT assay2012Journal of natural products, Jun-22, Volume: 75, Issue:6
Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (16.00)18.2507
2000's4 (16.00)29.6817
2010's14 (56.00)24.3611
2020's3 (12.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.34

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index19.34 (24.57)
Research Supply Index3.33 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.34)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other27 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycyrrhizic acid
glycyrrhizinic acid : A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid.		2.8130enone;
glucosiduronic acid;
pentacyclic triterpenoid;
tricarboxylic acid;
triterpenoid saponin		EC 3.4.21.5 (thrombin) inhibitor;
plant metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.2110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.0710D-glucopyranoseepitope;
mouse metabolite
liquiritigenin
liquiritigenin: structure given in first source; isolated from Pterocarpus marsupium. 4',7-dihydroxyflavanone : A dihydroxyflavanone in which the two hydroxy substituents are located at positions 4' and 7.. liquiritigenin : A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.		2.08104',7-dihydroxyflavanonehormone agonist;
plant metabolite
atractylenolide iii
atractylenolide III: from Atractylodes macrocephala Koidz; structure in first source		2.0810naphthofuranmetabolite
gingerol
gingerol: an active ingredient in GINGER along with SHOGAOL. a nonvolatile methoxy phenyl decanone. gingerol : A beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger.		2.5520beta-hydroxy ketone;
guaiacols		antineoplastic agent;
plant metabolite
e-z cinnamic acid
cinnamic acid : A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.. trans-cinnamic acid : The E (trans) isomer of cinnamic acid		2.0810cinnamic acidplant metabolite
likviriton
liquiritin: isoalted from Glycyrrhizae radix. liquiritin : A flavanone glycoside that is liquiritigenin attached to a beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage.		2.0710beta-D-glucoside;
flavanone glycoside;
monohydroxyflavanone;
monosaccharide derivative		anti-inflammatory agent;
anticoronaviral agent;
plant metabolite
sesquiterpenes
[no description available]		2.0810
chlorogenic acid
caffeoylquinic acid: Antiviral Agent; structure in first source. chlorogenate : A monocarboxylic acid anion that is the conjugate base of chlorogenic acid; major species at pH 7.3.		2.0810cinnamate ester;
tannin		food component;
plant metabolite
morphine
Meconium: The thick green-to-black mucilaginous material found in the intestines of a full-term fetus. It consists of secretions of the INTESTINAL GLANDS; BILE PIGMENTS; FATTY ACIDS; AMNIOTIC FLUID; and intrauterine debris. It constitutes the first stools passed by a newborn.		1.9810morphinane alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		anaesthetic;
drug allergen;
environmental contaminant;
geroprotector;
mu-opioid receptor agonist;
opioid analgesic;
plant metabolite;
vasodilator agent;
xenobiotic
atractylenolide i
atractylenolide I: from Atractylodes macrocephala Koidz; structure in first source		2.0810
songorine
songorine: RN given refers to parent cpd; diterpene alkaloid from Aconitum karakolicum Rap.		2.610
hypaconitine
hypaconitine: RN given refers to the (1alpha,6alpha,14alpha,15alpha,16beta)-isomer		8.6990
benzoylhypaconine
benzoylhypaconine: Aconitum alkaloid in serum. benzoylhypaconine : A diterpene alkaloid with formula C31H43NO9 that is isolated from several Aconitum species.		8.4670
benzoylaconine
benzoylaconine: alkaloid isolated from Aconitum carmichaeli. benzoylaconine : A diterpene alkaloid with formula C32H45NO10 that is isolated from several Aconitum species.		8.5980benzoate ester;
bridged compound;
diterpene alkaloid;
organic heteropolycyclic compound;
polyether;
secondary alcohol;
tertiary alcohol;
tertiary amino compound;
tetrol		phytotoxin;
plant metabolite
deoxyaconitine
deoxyaconitine: diterpene alkaloid from Aconitum karakolicum Rap.. deoxyaconitine : A diterpene alkaloid with formula C34H47NO10 that is isolated from several Aconitum species.		2.7430acetate ester;
benzoate ester;
bridged compound;
diol;
diterpene alkaloid;
organic heteropolycyclic compound;
polyether;
secondary alcohol;
tertiary amino compound		plant metabolite
neoline
neoline: Aconitum jaluense; structure in first source. neoline : A diterpene alkaloid with formula C24H39NO6 that is isolated from several Aconitum species.		2.7220
tridihexethyl
mesaconitine: RN given refers to parent cpd(1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-isomer		3.5780
aconitine
Aconitine: A C19 norditerpenoid alkaloid (DITERPENES) from the root of ACONITUM; DELPHINIUM and larkspurs. It activates VOLTAGE-GATED SODIUM CHANNELS. It has been used to induce ARRHYTHMIAS in experimental animals and it has anti-inflammatory and anti-neuralgic properties.. aconitine : A diterpenoid that is 20-ethyl-3alpha,13,15alpha-trihydroxy-1alpha,6alpha,16beta-trimethoxy-4-(methoxymethyl)aconitane-8,14alpha-diol having acetate and benzoate groups at the 8- and 14-positions respectively.		4.59240
isotalatizidine
isotalatizidine: structure in first source. isotalatizidine : A diterpene alkaloid that is aconitane bearing hydroxy groups at the 1alpha, 8, and 14alpha positions and substituted at on the nitrogen and at positions 4 and 16beta by ethyl, methoxymethyl, and methoxy groups, respectively.		2.610
ConditionIndicatedRelationship StrengthStudiesTrials
Peripheral Nerve Injury
[description not available]		02.2110
Allodynia
[description not available]		02.2110
Nerve Pain
[description not available]		02.2110
Neuralgia
Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.		02.2110
Peripheral Nerve Injuries
Injuries to the PERIPHERAL NERVES.		02.2110
Food Poisoning
[description not available]		02.0810
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0410
B Virus Infection
[description not available]		02.0110
Burns
Injuries to tissues caused by contact with heat, steam, chemicals (BURNS, CHEMICAL), electricity (BURNS, ELECTRIC), or the like.		02.6930
Ache
[description not available]		01.9810
Pain
An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.		01.9810
Candida Infection
[description not available]		02.420
Herpes Simplex Virus Infection
[description not available]		02.420
Candidiasis
Infection with a fungus of the genus CANDIDA. It is usually a superficial infection of the moist areas of the body and is generally caused by CANDIDA ALBICANS. (Dorland, 27th ed)		02.420
Herpes Simplex
A group of acute infections caused by herpes simplex virus type 1 or type 2 that is characterized by the development of one or more small fluid-filled vesicles with a raised erythematous base on the skin or mucous membrane. It occurs as a primary infection or recurs due to a reactivation of a latent infection. (Dorland, 27th ed.)		02.420
Diathesis
[description not available]		01.9910