Ludartin

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

MedKoo CAT#: 584563

CAS#: 36149-87-8

Description: Ludartin is a TRPA1 channel activator that has been found to produce anticancer effects by inducing DNA damage and a reduction of mitochondrial membrane potential.

Chemical Structure

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Ludartin
CAS# 36149-87-8
Instruction

Theoretical Analysis

MedKoo Cat#: 584563
Name: Ludartin
CAS#: 36149-87-8
Chemical Formula: C15H18O3
Exact Mass: 246.13
Molecular Weight: 246.306
Elemental Analysis: C, 73.15; H, 7.37; O, 19.49

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

Synonym: Ludartin

IUPAC/Chemical Name: Oxireno(2,3)azuleno(4,5-b)furan-2(3H)-one, 3a,4,5,7,7a,8a,8b,8c-octahydro-6,8a-dimethyl-3-methylene-, (3aS,7aR,8aS,8bS,8cS)-

InChi Key: QXJYIGSXUBOSID-JZEMPJKHSA-N

InChi Code: InChI=1S/C15H18O3/c1-7-4-5-9-8(2)14(16)17-13(9)12-10(7)6-11-15(12,3)18-11/h9,11-13H,2,4-6H2,1,3H3/t9-,11+,12-,13-,15+/m0/s1

SMILES Code: O=C(O[C@@]1([H])[C@@]2([H])CCC(C)=C3C[C@](O4)([H])[C@]4(C)[C@@]31[H])C2=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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 246.31 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: Lone SH, Bhat KA, Majeed R, Hamid A, Khuroo MA. Click chemistry inspired facile synthesis and bioevaluation of novel triazolyl analogs of Ludartin. Bioorg Med Chem Lett. 2014 Feb 15;24(4):1047-51. doi: 10.1016/j.bmcl.2014.01.018. Epub 2014 Jan 15. PubMed PMID: 24484897.

2: Lone SH, Bhat KA, Shakeel-u-Rehman, Majeed R, Hamid A, Khuroo MA. Synthesis and biological evaluation of amino analogs of Ludartin: potent and selective cytotoxic agents. Bioorg Med Chem Lett. 2013 Sep 1;23(17):4931-4. doi: 10.1016/j.bmcl.2013.06.068. Epub 2013 Jul 4. PubMed PMID: 23886685.

3: Zeng YT, Jiang JM, Lao HY, Guo JW, Lun YN, Yang M. Antitumor and apoptotic activities of the chemical constituents from the ethyl acetate extract of Artemisia indica. Mol Med Rep. 2015 Mar;11(3):2234-40. doi: 10.3892/mmr.2014.3012. Epub 2014 Nov 27. PubMed PMID: 25434991.

4: Lone SH, Bhat KA, Naseer S, Rather RA, Khuroo MA, Tasduq SA. Isolation, cytotoxicity evaluation and HPLC-quantification of the chemical constituents from Artemisia amygdalina Decne. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Dec 1;940:135-41. doi: 10.1016/j.jchromb.2013.09.027. Epub 2013 Sep 27. PubMed PMID: 24148842.

5: Gil RR, Gayathri C, Tsarevsky NV, Matyjaszewski K. Stretched poly(methyl methacrylate) gel aligns small organic molecules in chloroform. stereochemical analysis and diastereotopic proton NMR assignment in ludartin using residual dipolar couplings and 3J coupling constant analysis. J Org Chem. 2008 Feb 1;73(3):840-8. doi: 10.1021/jo701871g. Epub 2008 Jan 5. PubMed PMID: 18177050.

6: Giordano OS, Guerreiro E, Pestchanker MJ, Guzman J, Pastor D, Guardia T. The gastric cytoprotective effect of several sesquiterpene lactones. J Nat Prod. 1990 Jul-Aug;53(4):803-9. PubMed PMID: 2095374.

7: Zhang SL, Li BL, Li W, Lu M, Ni LY, Ma HL, Meng QG. The Effects of Ludartin on Cell Proliferation, Cell Migration, Cell Cycle Arrest and Apoptosis Are Associated with Upregulation of p21WAF1 in Saos-2 Osteosarcoma Cells In Vitro. Med Sci Monit. 2018 Jul 16;24:4926-4933. doi: 10.12659/MSM.909193. PubMed PMID: 30008466; PubMed Central PMCID: PMC6067020.

8: Blanco JG, Gil RR, Alvarez CI, Patrito LC, Genti-Raimondi S, Flury A. A novel activity for a group of sesquiterpene lactones: inhibition of aromatase. FEBS Lett. 1997 Jun 16;409(3):396-400. PubMed PMID: 9224697.

9: Giorgi A, Bassoli A, Borgonovo G, Panseri S, Manzo A, Pentimalli D, Schiano Moriello A, De Petrocellis L. Extracts and compounds active on TRP ion channels from Waldheimia glabra, a ritual medicinal plant from Himalaya. Phytomedicine. 2017 Aug 15;32:80-87. doi: 10.1016/j.phymed.2017.04.012. Epub 2017 May 1. PubMed PMID: 28732812.