Lasiocarpine HCl

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

MedKoo CAT#: 598407

CAS#: 1976-49-4

Description: Lasiocarpine HCl is a hepatotoxic and carcinogenic food contaminant.


Chemical Structure

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Lasiocarpine HCl
CAS# 1976-49-4

Theoretical Analysis

MedKoo Cat#: 598407
Name: Lasiocarpine HCl
CAS#: 1976-49-4
Chemical Formula: C21H35ClNO7
Exact Mass: 0.00
Molecular Weight: 448.960
Elemental Analysis: C, 56.18; H, 7.86; Cl, 7.90; N, 3.12; O, 24.94

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.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.

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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.