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

deoxyaconitine

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

Description

deoxyaconitine: diterpene alkaloid from Aconitum karakolicum Rap. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

deoxyaconitine : A diterpene alkaloid with formula C34H47NO10 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]
Aconitum karakolicumspecies[no description available]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 CID21598997
CHEMBL ID2062827
CHEBI ID132636
MeSH IDM0160205

Synonyms (9)

Synonym
deoxyaconitine
(1alpha,6alpha,14alpha,15alpha,16beta)-8-(acetyloxy)-20-ethyl-13,15-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-yl benzoate
CHEBI:132636
8-(acetyloxy)-20-ethyl-13,15alpha-dihydroxy-1alpha,6alpha,16beta-trimethoxy-4-(methoxymethyl)aconitan-14alpha-yl benzoate
S3237
CHEMBL2062827
AC-34819
[(1s,2r,3r,4r,5r,6s,7s,8r,9r,13s,16s,17r,18r)-8-acetyloxy-11-ethyl-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
deoxyaconitine, 3-

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" To explore the underlying mechanism, we performed the pharmacokinetic studies of aconitine (AC) and deoxyaconitine (DE) in TBC group and TBC + HZ group by ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS) system."( Hezi inhibits Tiebangchui-induced cardiotoxicity and preserves its anti-rheumatoid arthritis effects by regulating the pharmacokinetics of aconitine and deoxyaconitine.
Huang, W; Liu, X; Liu, Y; Meng, X; Tao, H; Tian, R; Zhang, T; Zhang, Y, 2023)		1.32
" The underlying mechanism is associated with the change of pharmacokinetic process of AC and DE."( Hezi inhibits Tiebangchui-induced cardiotoxicity and preserves its anti-rheumatoid arthritis effects by regulating the pharmacokinetics of aconitine and deoxyaconitine.
Huang, W; Liu, X; Liu, Y; Meng, X; Tao, H; Tian, R; Zhang, T; Zhang, Y, 2023)		1.11
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[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
benzoate esterEsters of benzoic acid or substituted benzoic acids.
acetate esterAny carboxylic ester where the carboxylic acid component is acetic acid.
bridged compoundA polycyclic compound in which two rings have two or more atoms in common.
diolA compound that contains two hydroxy groups, generally assumed to be, but not necessarily, alcoholic. Aliphatic diols are also called glycols.
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.
tertiary amino compoundA compound formally derived from ammonia by replacing three hydrogen atoms by organyl 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 (36)

Assay IDTitleYearJournalArticle
AID1269264Antiproliferative activity against human HeLa cells assessed as cell viability at 100 to 1600 ug/ml after 44 hrs by MTT assay2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269267Induction of apoptosis in human A549 cells assessed as change from fusiform shape to round shape cell at 100 to 800 ug/ml after 24 hrs by inverted phase contrast microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
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.
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.
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.
AID1269283Activation of p38 in human A549 cells assessed as upregulation of Bax expression by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269266Cytotoxicity against HEK293A cells assessed as cell viability at 1600 ug/ml after 44 hrs by MTT assay2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269290Activation of p38 in human A549 cells assessed as upregulation of cleaved caspase-9 level by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269274Upregulation of phosphorylated p38 expression in human A549 cells by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269269Induction of apoptosis in human A549 cells assessed as appearance of loosely arranged cells at 100 to 800 ug/ml after 24 hrs by inverted phase contrast microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269284Activation of p38 in human A549 cells assessed as downregulation of Bcl2 expression at 100 to 800 ug/ml by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269268Induction of apoptosis in human A549 cells assessed as cell shrinkage at 100 to 800 ug/ml after 24 hrs by inverted phase contrast microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
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.
AID1269281Activation of p38 in human A549 cells assessed as upregulation of phosphorylated p53 expression at 100 to 800 ug/ml by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
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.
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.
AID1269287Activation of p38 in human A549 cells assessed as upregulation of cytochrome c expression in cytosol by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269286Activation of p38 in human A549 cells assessed as downregulation of cytochrome c expression in mitochondria by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269273Induction of apoptosis in human A549 cells after 24 hrs by inverted phase contrast microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269262Antiproliferative activity against human HepG2 cells assessed as cell viability at 100 to 1600 ug/ml after 44 hrs by MTT assay2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
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.
AID1269277Activation of p38 in human A549 cells assessed as upregulation of TNF-R1 expression by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269275Upregulation of p38 expression in human A549 cells by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269280Induction of apoptosis in human A549 cells assessed as loss in mitochondrial membrane potential after 24 hrs by JC-1 dye-based fluorescence microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269272Induction of apoptosis in human A549 cells assessed as nuclear fragmentation at 100 to 800 ug/ml after 24 hrs by Hoechst 33258 staining-based fluorescence microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269263Antiproliferative activity against human A549 cells assessed as cell viability at 100 to 1600 ug/ml after 44 hrs by MTT assay2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269271Induction of apoptosis in human A549 cells assessed as condensed chromatin at 100 to 800 ug/ml after 24 hrs by Hoechst 33258 staining-based fluorescence microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269282Activation of p38 in human A549 cells assessed as upregulation of p53 expression at 100 to 800 ug/ml by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269285Activation of p38 in human A549 cells assessed as increase in Bax to Bcl2 ratio by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269288Activation of p38 in human A549 cells assessed as downregulation of procaspase-8 level by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269289Activation of p38 in human A549 cells assessed as downregulation of procaspase-3 level by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
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.
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.
AID1269276Activation of p38 in human A549 cells assessed as upregulation of DR5 expression by Western blot analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269265Cytotoxicity against HEK293A cells assessed as cell viability at 100 to 800 ug/ml after 44 hrs by MTT assay2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
AID1269270Induction of apoptosis in human A549 cells assessed as change in cytoplasmic vacuole at 100 to 800 ug/ml after 24 hrs by inverted phase contrast microscopic analysis2016Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2
The anti-tumor activity and mechanism of alkaloids from Aconitum szechenyianum Gay.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (12.50)18.7374
1990's0 (0.00)18.2507
2000's2 (25.00)29.6817
2010's4 (50.00)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.25

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.25 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.25)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
lidocaine
Lidocaine: A local anesthetic and cardiac depressant used as an antiarrhythmia agent. Its actions are more intense and its effects more prolonged than those of PROCAINE but its duration of action is shorter than that of BUPIVACAINE or PRILOCAINE.. lidocaine : The monocarboxylic acid amide resulting from the formal condensation of N,N-diethylglycine with 2,6-dimethylaniline.		7.0110benzenes;
monocarboxylic acid amide;
tertiary amino compound		anti-arrhythmia drug;
drug allergen;
environmental contaminant;
local anaesthetic;
xenobiotic
sb 203580
[no description available]		2.1310imidazoles;
monofluorobenzenes;
pyridines;
sulfoxide		EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent
songorine
songorine: RN given refers to parent cpd; diterpene alkaloid from Aconitum karakolicum Rap.		1.9710
hypaconitine
hypaconitine: RN given refers to the (1alpha,6alpha,14alpha,15alpha,16beta)-isomer		2.7430
benzoylhypaconine
benzoylhypaconine: Aconitum alkaloid in serum. benzoylhypaconine : A diterpene alkaloid with formula C31H43NO9 that is isolated from several Aconitum species.		2.0610
benzoylaconine
benzoylaconine: alkaloid isolated from Aconitum carmichaeli. benzoylaconine : A diterpene alkaloid with formula C32H45NO10 that is isolated from several Aconitum species.		2.0710benzoate ester;
bridged compound;
diterpene alkaloid;
organic heteropolycyclic compound;
polyether;
secondary alcohol;
tertiary alcohol;
tertiary amino compound;
tetrol		phytotoxin;
plant metabolite
benzoylmesaconine
benzoylmesaconine: structure in first source. benzoylmesaconine : A diterpene alkaloid with formula C31H43NO10 that is isolated from several Aconitum species.		2.7430benzoate ester;
bridged compound;
diterpene alkaloid;
organic heteropolycyclic compound;
polyether;
secondary alcohol;
tertiary alcohol;
tertiary amino compound;
tetrol		analgesic;
antiinfective agent;
plant metabolite
tridihexethyl
mesaconitine: RN given refers to parent cpd(1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-isomer		2.0310
3-acetylaconitine
3-acetylaconitine: structure in first source		2.0510
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.		3.2860
ConditionIndicatedRelationship StrengthStudiesTrials
Lung Adenocarcinoma
[description not available]		02.1310
Adenocarcinoma, Basal Cell
[description not available]		02.1310
Cancer of Lung
[description not available]		02.1310
Adenocarcinoma of Lung
A carcinoma originating in the lung and the most common lung cancer type in never-smokers. Malignant cells exhibit distinct features such as glandular epithelial, or tubular morphology. Mutations in KRAS, EGFR, BRAF, and ERBB2 genes are associated with this cancer.		02.1310
Adenocarcinoma
A malignant epithelial tumor with a glandular organization.		02.1310
Lung Neoplasms
Tumors or cancer of the LUNG.		02.1310
Cardiac Toxicity
[description not available]		02.610
Rheumatoid Arthritis
[description not available]		07.610
Arthritis, Rheumatoid
A chronic systemic disease, primarily of the joints, marked by inflammatory changes in the synovial membranes and articular structures, widespread fibrinoid degeneration of the collagen fibers in mesenchymal tissues, and by atrophy and rarefaction of bony structures. Etiology is unknown, but autoimmune mechanisms have been implicated.		02.610
Cardiotoxicity
Damage to the HEART or its function secondary to exposure to toxic substances such as drugs used in CHEMOTHERAPY; IMMUNOTHERAPY; or RADIATION.		07.610
Brachial Paresis
[description not available]		02.0110