Larkspur alkaloid

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 559174

CAS#: 41710-20-7

Description: Larkspur alkaloid is a bioactive chemical.


Chemical Structure

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Larkspur alkaloid
CAS# 41710-20-7

Theoretical Analysis

MedKoo Cat#: 559174
Name: Larkspur alkaloid
CAS#: 41710-20-7
Chemical Formula: C25H39NO6
Exact Mass: 449.2777
Molecular Weight: 449.58
Elemental Analysis: C, 66.79; H, 8.74; N, 3.12; O, 21.35

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Larkspur alkaloid; Bicoloridine;

IUPAC/Chemical Name: (3R,6S,6aS,7R,7aR,8S,9S,10S,11aR,12R,12aR,13S,14R)-1-ethyl-6,8-dihydroxy-10,11a-dimethoxy-3-methyltetradecahydro-2H-3,6a,12-(epiethane[1,1,2]triyl)-7,9-methanonaphtho[2,3-b]azocin-13-yl acetate

InChi Key: RWHDHYFSEUPSHJ-BWWMHIRMSA-N

InChi Code: InChI=1S/C25H39NO6/c1-6-26-11-23(3)8-7-16(28)25-14-9-13-15(30-4)10-24(31-5,17(14)19(13)29)18(22(25)26)20(21(23)25)32-12(2)27/h13-22,28-29H,6-11H2,1-5H3/t13-,14-,15+,16+,17-,18+,19+,20-,21-,22-,23+,24-,25+/m1/s1

SMILES Code: CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]5C[C@H]6[C@@H]([C@@H]5[C@@](OC)([C@H]([C@@H]14)[C@H]([C@H]23)OC(C)=O)C[C@@H]6OC)O)O)C

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: >3 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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 449.58 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

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1: Green BT, Welch KD, Gardner DR, Stegelmeier BL, Lee ST. A toxicokinetic comparison of two species of low larkspur (Delphinium spp.) in cattle. Res Vet Sci. 2013 Oct;95(2):612-5. doi: 10.1016/j.rvsc.2013.04.018. Epub 2013 May 9. PubMed PMID: 23664180.

2: Welch KD, Green BT, Gardner DR, Cook D, Pfister JA. The effect of administering multiple doses of tall larkspur (Delphinium barbeyi) to cattle. J Anim Sci. 2015 Aug;93(8):4181-8. doi: 10.2527/jas.2015-9101. PubMed PMID: 26440198.

3: Green BT, Welch KD, Gardner DR, Stegelmeier BL, Pfister JA, Cook D, Panter KE. Toxicokinetics of norditerpenoid alkaloids from low larkspur (Delphinium andersonii) orally administered to cattle. Am J Vet Res. 2012 Aug;73(8):1318-24. doi: 10.2460/ajvr.73.8.1318. PubMed PMID: 22849693.

4: Welch KD, Green BT, Gardner DR, Stonecipher CA, Panter KE, Pfister JA, Cook D. The effect of low larkspur (Delphinium spp.) co-administration on the acute toxicity of death camas (Zigadenus spp.) in sheep. Toxicon. 2013 Dec 15;76:50-8. doi: 10.1016/j.toxicon.2013.09.007. Epub 2013 Sep 18. PubMed PMID: 24055068.

5: Zhao Q, Gou XJ, Liu W, He G, Liang L, Chen FZ. Majusine D: A New C19-diterpenoid Alkaloid from Delphinium majus. Nat Prod Commun. 2015 Dec;10(12):2069-70. PubMed PMID: 26882667.

6: Cook D, Green BT, Welch KD, Gardner DR, Pfister JA, Panter KE. Comparison of the toxic effects of two duncecap larkspur (Delphinium occidentale) chemotypes in mice and cattle. Am J Vet Res. 2011 May;72(5):706-14. doi: 10.2460/ajvr.72.5.706. PubMed PMID: 21529225.

7: Welch KD, Green BT, Gardner DR, Cook D, Pfister JA, Panter KE. The effect of 7, 8-methylenedioxylycoctonine-type diterpenoid alkaloids on the toxicity of tall larkspur (Delphinium spp.) in cattle. J Anim Sci. 2012 Jul;90(7):2394-401. doi: 10.2527/jas.2011-4560. Epub 2012 Jan 13. PubMed PMID: 22247113.

8: Welch KD, Green BT, Gardner DR, Cook D, Pfister JA, Stegelmeier BL, Panter KE, Davis TZ. Influence of 7,8-methylenedioxylycoctonine-type alkaloids on the toxic effects associated with ingestion of tall larkspur (Delphinium spp) in cattle. Am J Vet Res. 2010 Apr;71(4):487-92. doi: 10.2460/ajvr.71.4.487. PubMed PMID: 20367059.

9: Welch KD, Panter KE, Gardner DR, Stegelmeier BL, Green BT, Pfister JA, Cook D. The acute toxicity of the death camas (Zigadenus species) alkaloid zygacine in mice, including the effect of methyllycaconitine coadministration on zygacine toxicity. J Anim Sci. 2011 May;89(5):1650-7. doi: 10.2527/jas.2010-3444. PubMed PMID: 21521823.

10: Welch KD, Green BT, Gardner DR, Stonecipher CA, Pfister JA, Cook D. The Effect of Co-Administration of Death Camas (Zigadenus spp.) and Low Larkspur (Delphinium spp.) in Cattle. Toxins (Basel). 2016 Jan 12;8(1). pii: E21. doi: 10.3390/toxins8010021. PubMed PMID: 26771639; PubMed Central PMCID: PMC4728543.

11: Cook D, Welch KD, Green BT, Gardner DR, Pfister JA, Constantino JR, Stonecipher CA. The relative toxicity of Delphinium stachydeum in mice and cattle. Toxicon. 2015 Jun 1;99:36-43. doi: 10.1016/j.toxicon.2015.03.005. Epub 2015 Mar 13. PubMed PMID: 25772859.

12: Ralphs MH, Gardner DR, Turner DL, Pfister JA, Thacker E. Predicting toxicity of tall larkspur (Delphinium barbeyi): measurement of the variation in alkaloid concentration among plants and among years. J Chem Ecol. 2002 Nov;28(11):2327-41. PubMed PMID: 12523572.

13: Lin CZ, Zhao ZX, Xie SM, Mao JH, Zhu CC, Li XH, Zeren-dawa B, Suolang-qimei K, Zhu D, Xiong TQ, Wu AZ. Diterpenoid alkaloids and flavonoids from Delphinium trichophorum. Phytochemistry. 2014 Jan;97:88-95. doi: 10.1016/j.phytochem.2013.10.011. Epub 2013 Nov 17. PubMed PMID: 24256579.

14: He YQ, Ma ZY, Wei XM, Liu DJ, Du BZ, Yao BH, Gao LM. Honatisine, a novel diterpenoid alkaloid, and six known alkaloids from Delphinium honanense and their cytotoxic activity. Chem Biodivers. 2011 Nov;8(11):2104-9. doi: 10.1002/cbdv.201000243. PubMed PMID: 22083922.

15: Cook D, Gardner DR, Pfister JA, Welch KD, Green BT, Lee ST. The biogeographical distribution of duncecap larkspur (Delphinium occidentale) chemotypes and their potential toxicity. J Chem Ecol. 2009 Jun;35(6):643-52. doi: 10.1007/s10886-009-9637-1. Epub 2009 May 21. PubMed PMID: 19459011.

16: Green BT, Pfister JA, Cook D, Welch KD, Stegelmeier BL, Lee ST, Gardner DR, Knoppel EL, Panter KE. Effects of larkspur (Delphinium barbeyi) on heart rate and electrically evoked electromyographic response of the external anal sphincter in cattle. Am J Vet Res. 2009 Apr;70(4):539-46. doi: 10.2460/ajvr.70.4.539. PubMed PMID: 19335112.

17: Shan L, Zhang J, Chen L, Wang J, Huang S, Zhou X. Two New C18-Diterpenoid Alkaloids from Delphinium anthriscifolium. Nat Prod Commun. 2015 Dec;10(12):2067-8. PubMed PMID: 26882666.

18: Chen DL, Tang P, Chen QH, Wang FP. New C20-diterpenoid alkaloids from Delphinium laxicymosum var pilostachyum. Nat Prod Commun. 2014 May;9(5):623-5. PubMed PMID: 25026703.

19: Ralphs MH, Gardner DR. Distribution of norditerpene alkaloids in tall larkspur plant parts through the growing season. J Chem Ecol. 2003 Sep;29(9):2013-21. PubMed PMID: 14584673.

20: Stegelmeier BL, Hall JO, Gardner DR, Panter KE. The toxicity and kinetics of larkspur alkaloid, methyllycaconitine, in mice. J Anim Sci. 2003 May;81(5):1237-41. PubMed PMID: 12772851.