Yunaconitine
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Hodoodo CAT#: H341275

CAS#: 70578-24-4

Description: Yunaconitine is a diterpenoid alkaloid that has been found in A. vilmorinianum and has diverse biological activities. It is active against E. coli and B. subtilis (MICs = 32 and 8 µg/ml, respectively). Yunaconitine acts as a metal chelator, inhibiting ferrozine-Fe2+ complex formation with an IC50 value of 11.6 µg/ml. It has feeding deterrent activity against red flour beetle (T. castaneum) adults (EC50 = 653.4 ppm). Yunaconitine has been found in the urine of patients with aconite poisoning.

Chemical Structure

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Yunaconitine
CAS# 70578-24-4
Instruction

Theoretical Analysis

Hodoodo Cat#: H341275
Name: Yunaconitine
CAS#: 70578-24-4
Chemical Formula: C35H49NO11
Exact Mass: 659.33
Molecular Weight: 659.773
Elemental Analysis: C, 63.72; H, 7.49; N, 2.12; O, 26.67

Price and Availability

Size Price Availability Quantity
1mg USD 260 2 Weeks
5mg USD 650 2 Weeks
10mg USD 1130 2 Weeks
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Synonym: Yunaconitine; Guayewuanine B; Guayewuanine-B; Yunnaconitine;

IUPAC/Chemical Name: Aconitane-3,8,13,14-tetrol, 20-ethyl-4-(methoxymethyl)-1,6,16-trimethoxy-, 8-acetate 14-(4-methoxybenzoate), (1-alpha,3-alpha,6-alpha,14-alpha,16-beta)-

InChi Key: LLEMSCWAKNQHHA-ZQSYNORFSA-N

InChi Code: 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/t21-,22-,23+,24-,25-,26-,27-,28+,29-,30-,32-,33+,34+,35-/m1/s1

SMILES Code: c1(ccc(cc1)OC)C(O[C@@H]1[C@@H]2[C@@]3([C@@H]4[C@@H](OC)[C@@H]5[C@@]6([C@@H]2C[C@@]1([C@@H](C3)OC)O)[C@@H]4[N@@](CC)C[C@@]5(COC)[C@@H](C[C@@H]6OC)O)OC(C)=O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 1.0 1.52
DMF 1.0 1.52
DMSO:PBS (pH 7.2) (1:4) 0.2 0.30

Preparing Stock Solutions

The following data is based on the product molecular weight 659.77 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Yu X, Liu H, Xu X, Hu Y, Wang X, Wen C. Pharmacokinetics of yunaconitine and indaconitine in mouse blood by UPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Jun 19;1179:122840. doi: 10.1016/j.jchromb.2021.122840. Epub ahead of print. PMID: 34225245.

2: Ma J, Wang X. Development of a simple and rapid UPLC-MS/MS method for determination of 8-deacetyl-yunaconitine in rat plasma and its application to pharmacokinetics. J Pharm Biomed Anal. 2021 Feb 20;195:113894. doi: 10.1016/j.jpba.2021.113894. Epub 2021 Jan 8. PMID: 33453568.

3: Zhang RP, Lin YJ, Yu HF, Chen SY, Zhou J. Partial Synthesis of Crassicauline A from Yunaconitine. Nat Prod Bioprospect. 2020 Apr;10(2):105-108. doi: 10.1007/s13659-020-00238-0. Epub 2020 Apr 15. PMID: 32297141; PMCID: PMC7176785.

4: Chen R, Ning Z, Zheng C, Yang Y, Zhang C, Ou X, Chen K, Yu H, Wei X, Zhao Q, He J. Simultaneous determination of 16 alkaloids in blood by ultrahigh- performance liquid chromatography-tandem mass spectrometry coupled with supported liquid extraction. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Oct 1;1128:121789. doi: 10.1016/j.jchromb.2019.121789. Epub 2019 Sep 9. PMID: 31525720.

5: He F, Wang CJ, Xie Y, Cheng CS, Liu ZQ, Liu L, Zhou H. Simultaneous quantification of nine aconitum alkaloids in Aconiti Lateralis Radix Praeparata and related products using UHPLC-QQQ-MS/MS. Sci Rep. 2017 Oct 12;7(1):13023. doi: 10.1038/s41598-017-13499-6. PMID: 29026200; PMCID: PMC5638814.

6: Fan X, Yin SS, Li XJ, Yang K, Xu L, Lan K. Hydroxylation Metabolisms of Crassicauline A in Rats Under Toxic Dose. Eur J Drug Metab Pharmacokinet. 2017 Oct;42(5):857-869. doi: 10.1007/s13318-017-0408-z. PMID: 28276004.

7: Guo ZJ, Yang ZY, Tan WH, Zhou ZH, Ma XX. [Chemical Constituents from Processed Products of Aconitum Vilmoriniani Radix]. Zhong Yao Cai. 2015 May;38(5):988-91. Chinese. PMID: 26767293.

8: Chan TY. Aconitum Alkaloid Poisoning Because of Contamination of Herbs by Aconite Roots. Phytother Res. 2016 Jan;30(1):3-8. doi: 10.1002/ptr.5495. Epub 2015 Oct 19. PMID: 26481590.

9: Zhou LS, Wang YJ, Du LL, Tan E, Zeweng YZ, Jiangyong SL, Zhang Y. [Stud on quality standard for Aconiti Tatsienensis Radix]. Zhong Yao Cai. 2014 Jun;37(6):977-80. Chinese. PMID: 25470962.

10: Yuan M, Ma XX, Yang SD, Zhou ZH, Yang ZY. [Chemical constituents of Aconitum bulleyanum]. Zhong Yao Cai. 2013 Jun;36(6):938-40. Chinese. PMID: 24380280.

11: Ng SW, Ching CK, Chan AY, Mak TW. Simultaneous detection of 22 toxic plant alkaloids (aconitum alkaloids, solanaceous tropane alkaloids, sophora alkaloids, strychnos alkaloids and colchicine) in human urine and herbal samples using liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Dec 30;942-943:63-9. doi: 10.1016/j.jchromb.2013.10.020. Epub 2013 Oct 22. PMID: 24216273.

12: Zhang P, Zhang F, Wang Z, Jiang Y, Lu Y. [Simultaneous determination of four trace aconitum alkaloids in urine using ultra performance liquid chromatography- mass spectrometry]. Se Pu. 2013 Mar;31(3):211-7. Chinese. doi: 10.3724/sp.j.1123.2012.10018. PMID: 23785992.

13: Shu XK, Li J, Liu F, Lin XJ, Wang X, Song CX. Accelerated solvent extraction and pH-zone-refining counter-current chromatographic purification of yunaconitine and 8-deacetylyunaconitine from Aconitum vilmorinianum Kom. J Sep Sci. 2013 Aug;36(16):2680-5. doi: 10.1002/jssc.201300472. Epub 2013 Jul 19. PMID: 23784883.

14: Han QB, Tang WL, Dong CX, Xu HX, Jiang ZH. An interesting two-phase solvent system and its use in preparative isolation of aconitines from aconite roots by counter-current chromatography. J Sep Sci. 2013 Apr;36(7):1304-10. doi: 10.1002/jssc.201201079. Epub 2013 Mar 1. PMID: 23450658.

15: Ka-Wing Chung K, Pak-Lam Chen S, Ng SW, Wing-Lai Mak T, Sze-Yin Leung K. Measurement of yunaconitine and crassicauline A in small-volume blood serum samples by LC-MS/MS: tracing of aconite poisoning in clinical diagnosis. Talanta. 2012 Aug 15;97:491-8. doi: 10.1016/j.talanta.2012.05.004. Epub 2012 May 31. PMID: 22841113.

16: Wu SL, Liu F. 8-O-Ethyl-yunaconitine from the roots of Aconitum carmichaeli Debx. Acta Crystallogr Sect E Struct Rep Online. 2012 Jul 1;68(Pt 7):o2238. doi: 10.1107/S1600536812026463. Epub 2012 Jun 30. PMID: 22798894; PMCID: PMC3394029.

17: Song L, Zhang H, Liu X, Zhao ZL, Chen SL, Wang ZT, Xu HX. Rapid determination of yunaconitine and related alkaloids in aconites and aconite- containing drugs by ultra high-performance liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2012 Dec;26(12):1567-74. doi: 10.1002/bmc.2733. Epub 2012 Mar 16. PMID: 22430312.

18: Liu ZL, Cao J, Zhang HM, Lin LL, Liu HJ, Du SS, Zhou L, Deng ZW. Feeding deterrents from Aconitum episcopale roots against the red flour beetle, Tribolium castaneum. J Agric Food Chem. 2011 Apr 27;59(8):3701-6. doi: 10.1021/jf104879h. Epub 2011 Mar 18. PMID: 21417277.

19: He YQ, Yao BH, Ma ZY. Diterpenoid alkaloids from a Tibetan medicinal plant Aconitum richardsonianum var. pseudosessiliflorum and their cytotoxic activity. J Pharm Anal. 2011 Feb;1(1):57-59. doi: 10.1016/S2095-1779(11)70010-7. Epub 2012 Jan 30. PMID: 29403683; PMCID: PMC5760761.

20: Ji H, Chen QH, Zhu M, Wang FP. Conversional studies towards taxoids from C(19)-diterpenoid alkaloids by the BAC sequence. J Asian Nat Prod Res. 2010 Nov;12(11):968-77. doi: 10.1080/10286020.2010.510796. PMID: 21061219.