MedKoo Cat#: 598407 | Name: Lasiocarpine HCl

Description:

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

Lasiocarpine HCl is a hepatotoxic and carcinogenic food contaminant.

Chemical Structure

Lasiocarpine HCl
Lasiocarpine HCl
CAS#1976-49-4

Theoretical Analysis

MedKoo Cat#: 598407

Name: Lasiocarpine HCl

CAS#: 1976-49-4

Chemical Formula: C21H35ClNO7

Exact Mass:

Molecular Weight: 448.96

Elemental Analysis: C, 56.18; H, 7.86; Cl, 7.90; N, 3.12; O, 24.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
303-34-4 (free base)
Synonym
Lasiocarpine hydrochloride; Lasiocarpine HCl;
IUPAC/Chemical Name
2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, hydrochloride, (1S-(1-alpha(Z),7(2S*,3R*)-7a-alpha))-
InChi Key
JKQKMFJKWLLKOF-UBYLQVPNSA-O
InChi Code
InChI=1S/C21H33NO7.ClH/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25;/h7-8,14,16-17,25-26H,9-12H2,1-6H3;1H/q;-1/p+1/b13-7+;/t14-,16+,17+,21-;/m1./s1
SMILES Code
C/C=C(C)/C(O[C@H]1CC[N@H+]2[C@H]1C(COC([C@](C(C)(O)C)(O)[C@@H](C)OC)=O)=CC2)=O.[ClH-]
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 448.96 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
1: Field RA, Stegelmeier BL, Colegate SM, Brown AW, Green BT. An in vitro comparison of the cytotoxic potential of selected dehydropyrrolizidine alkaloids and some N-oxides. Toxicon. 2015 Apr;97:36-45. doi: 10.1016/j.toxicon.2015.02.001. Epub 2015 Feb 7. PubMed PMID: 25666399. 2: PETERSON JE. EFFECTS OF THE PYRROLIZIDINE ALKALOID, LASIOCARPINE N-OXIDE, ON NUCLEAR AND CELL DIVISION IN THE LIVER RATS. J Pathol Bacteriol. 1965 Jan;89:153-71. PubMed PMID: 14263458. 3: Xia Q, Zhao Y, Von Tungeln LS, Doerge DR, Lin G, Cai L, Fu PP. Pyrrolizidine alkaloid-derived DNA adducts as a common biological biomarker of pyrrolizidine alkaloid-induced tumorigenicity. Chem Res Toxicol. 2013 Sep 16;26(9):1384-96. doi: 10.1021/tx400241c. Epub 2013 Aug 26. PubMed PMID: 23937665. 4: He X, Xia Q, Woodling K, Lin G, Fu PP. Pyrrolizidine alkaloid-derived DNA adducts are common toxicological biomarkers of pyrrolizidine alkaloid N-oxides. J Food Drug Anal. 2017 Oct;25(4):984-991. doi: 10.1016/j.jfda.2017.09.001. Epub 2017 Sep 19. PubMed PMID: 28987376. 5: Moore DJ, Batts KP, Zalkow LL, Fortune GT Jr, Powis G. Model systems for detecting the hepatic toxicity of pyrrolizidine alkaloids and pyrrolizidine alkaloid N-oxides. Toxicol Appl Pharmacol. 1989 Nov;101(2):271-84. PubMed PMID: 2815083. 6: Xia Q, Yan J, Chou MW, Fu PP. Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, heliotrine. Toxicol Lett. 2008 May 5;178(2):77-82. doi: 10.1016/j.toxlet.2008.02.008. Epub 2008 Mar 4. PubMed PMID: 18395999. 7: Eröksüz H, Eröksüz Y, Ozer H, Ceribasi AO, Tosun F, Tamer U, Kizilay CA. Toxicity of dietary Heliotropium circinatum to rats. Vet Hum Toxicol. 2003 Aug;45(4):198-201. PubMed PMID: 12882490. 8: Schaneberg BT, Molyneux RJ, Khan IA. Evaporative light scattering detection of pyrrolizidine alkaloids. Phytochem Anal. 2004 Jan-Feb;15(1):36-9. PubMed PMID: 14979525.