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MedKoo Cat#: 584563 | Name: Ludartin

Description:

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

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

Ludartin
Ludartin
CAS#36149-87-8

Theoretical Analysis

MedKoo Cat#: 584563

Name: Ludartin

CAS#: 36149-87-8

Chemical Formula: C15H18O3

Exact Mass: 246.1256

Molecular Weight: 246.31

Elemental Analysis: C, 73.15; H, 7.37; O, 19.49

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 #
No Data
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

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
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.