Catalogue Number
BD-D1214
Analysis Method
HPLC,NMR,MS
Specification
98%(HPLC)
Storage
-20℃
Molecular Weight
659.76
Appearance
White crystalline powder
Botanical Source
Aconitum carmichaeli Debx./Alkaloid from Aconitum delavayi, Aconitum vilmorrianum, Aconitum crassicaule, Aconitum forrestii, Aconitum hemsleyanum, Aconitum teipeicum, Aconitum pseudogeniculatum and Aconitum dolichorhynchum var. subglabratum (Ranunculaceae)
Structure Type
Tropanes
Category
Standards;Natural Pytochemical;API
SMILES
CCN1CC2(C(CC(C34C2C(C(C31)C5(CC(C6(CC4C5C6OC(=O)C7=CC=C(C=C7)OC)O)OC)OC(=O)C)OC)OC)O)COC
Synonyms
Benzoic acid, 4-methoxy-, (1α,3α,6α,14α,16β)-8-(acetyloxy)-20-ethyl-3,13-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-yl ester/yunnaconitine/(1α,3α,6α,14α,16β)-8-(acetyloxy)-20-ethyl-3,13-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-yl 4-methoxybenzoate/yunacotinine/Yunaconitine/(1α,3α,6α,14α,16β)-8-Acetoxy-20-ethyl-3,13-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-yl 4-methoxybenzoate
IUPAC Name
[8-acetyloxy-11-ethyl-5,14-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate
Applications
Yunaconitine(Guayewuanine B) is a highly toxic aconitum alkaloid.
Density
1.3±0.1 g/cm3
Solubility
Methanol; Chloroform
Flash Point
390.9±32.9 °C
Boiling Point
722.8±60.0 °C at 760 mmHg
Melting Point
142-144ºC
InChl
InChI=1S/C35H49NO11/c1-8-36-16-32(17-41-3)22(38)13-23(43-5)35-21-14-33(40)24(44-6)15-34(47-18(2)37,26(29(35)36)27(45-7)28(32)35)25(21)30(33)46-31(39)19-9-11-20(42-4)12-10-19/h9-12,21-30,38,40H,8,13-17H2,1-7H3
InChl Key
LLEMSCWAKNQHHA-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
2938900000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:70578-24-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
28276004
BACKGROUND AND OBJECTIVES:
Crassicauline A, a C19 diterpenoid alkaloid in Aconitum herbs, is an analgesic drug clinically used in China. The in vivo metabolism of crassicauline A is poorly understood, while potential bioactivation is anticipated via hydroxylation metabolism. This work, therefore, aimed to investigate the in vivo hydroxylation metabolism of crassicauline A in rats.
METHODS:
Using a de novo developed and validated UPLC-MS/MS method, excretion studies in rats were carried out to investigate the recoveries of crassicauline A and its hydroxylated metabolites in urine and feces. Mass fragmentation analysis was used to identify the detected hydroxylated metabolites. In vitro metabolism assay in liver S9 fraction was employed to preliminarily investigate the inter-species difference of hydroxylation metabolism between rats and human.
RESULTS:
At a toxic dose of 100 µg/kg, less than 10% and 5% of the administrated dose of crassicauline A were recovered in the urine and feces after single intravenous and oral administration, respectively. Trace of yunaconitine, a possible 3-hydroxylated metabolite of crassicauline A, was detected in urine samples, but not considered to be derived from the in vivo metabolism, because the recovered yunaconitine and crassicauline A was equivalent to their occurrences in the test article. Another hydroxylated metabolite was detected with much higher levels than yunaconitine. Based on chromatographic behaviors and fragmentation analysis, the hydroxylation site of this metabolite was tentatively identified at C-15 on the skeleton, which might have produced a toxic alkaloid known as deoxyjesaconitine. The in vivo observations were consistent with the preliminary in vitro results in liver S9 fraction, in which an inter-species difference was highlighted that rats demonstrated more hydroxylation than human did.
CONCLUSIONS:
This work disclosed that crassicauline A is elimilated in rats predominantly by metabolism under toxic dosage and the hydroxylation probably at C-15 might be a potential bioactivation pathway in both rats and human.
Intravenous Group; Lappaconitine; Quality Control Sample; Test Article; Unknown Metabolite
Hydroxylation Metabolisms of Crassicauline A in Rats Under Toxic Dose.
Fan X1,2, Yin SS1,3,2, Li XJ3, Yang K2, Xu L1, Lan K4,5,6.
2017 Oct
26767293
OBJECTIVE:
To investigate the chemical constituents of the processed products of Aconitum Vilmorinian Radix.
METHODS:
The constituents were isolated by repeated column chromatography over silica gel, alumina and RP-C18 as well as recrystallization. The structures were elucidated on the basis of spectral analysis and physicochemical properties.
RESULTS:
Ten compounds were obtained from the methanol extract, and they were identified as yunaconitine (1), 8-deacetyl-yunaconitine (2), geniculatine C (3), vilmorrianine B (4), vilmorrianine C(5), vilmorrianine D (6), talatisamine (7), β-sitosterol (8), β-daucosterol (9) and β-sitosterol acetate (10).
CONCLUSION:
All compounds are obtained from the processed products of Aconitum Vilmoriniani Radix for the first time.
[Chemical Constituents from Processed Products of Aconitum Vilmoriniani Radix].
Guo ZJ, Yang ZY, Tan WH, Zhou ZH, Ma XX.
2015 May
26481590
Aconitum alkaloid poisoning can occur after drinking decoction and soup made from non-toxic herbs contaminated by aconite roots. In the present review, the main objective is to describe the clinical features, investigations and possible sources of contamination. A combination of neurological, gastrointestinal and cardiovascular signs and symptoms was seen. Ventricular tachyarrhythmias could occur in 18% of subjects. Yunaconitine and crassicauline A, mainly found in certain aconite roots from Southwest China, are most commonly involved. Herbal residues and unused herbs should first be inspected for gross contamination. On-site inspection at the retailer should exclude accidental mix-up or cross-contamination when handling aconite roots. Samples of prescribed herbs are examined for gross contamination and analysed for the presence of Aconitum alkaloids. Samples of the implicated herb are also collected from the wholesaler for investigation. If post-import contamination is unlikely, the regulatory authorities of the exporting countries should be notified for follow-up actions. It is a challenging task to work out how non-toxic herbs become contaminated by aconite roots. The source control with good agricultural and collection practices and quality assurance must be enhanced.
Copyright © 2015 John Wiley & Sons, Ltd.
Aconitum alkaloids; aconite poisoning; aconite roots
Aconitum Alkaloid Poisoning Because of Contamination of Herbs by Aconite Roots.
Chan TY1,2.
2016 Jan 15
