Lamellarin E | CAS#115982-19-9 | antineoplastic

MedKoo Cat#: 598245 | Name: Lamellarin E

Description:

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

Lamellarin E is an antineoplastic.

Chemical Structure

Lamellarin E

CAS#115982-19-9

Theoretical Analysis

MedKoo Cat#: 598245

Name: Lamellarin E

CAS#: 115982-19-9

Chemical Formula: C29H25NO9

Exact Mass: 531.1529

Molecular Weight: 531.51

Elemental Analysis: C, 65.53; H, 4.74; N, 2.64; O, 27.09

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

Lamellarin E;

IUPAC/Chemical Name

3,10-dihydroxy-14-(3-hydroxy-4-methoxyphenyl)-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

InChi Key

JAYUXAMNSNMXCO-UHFFFAOYSA-N

InChi Code

InChI=1S/C29H25NO9/c1-35-19-6-5-13(9-17(19)31)23-24-16-11-21(36-2)18(32)12-20(16)39-29(34)26(24)30-8-7-14-15(25(23)30)10-22(37-3)28(38-4)27(14)33/h5-6,9-12,31-33H,7-8H2,1-4H3

SMILES Code

O=C1OC2=CC(O)=C(OC)C=C2C3=C1N(CCC4=C5C=C(OC)C(OC)=C4O)C5=C3C6=CC=C(OC)C(O)=C6

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 531.51 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.

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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PubMed PMID: 24890608; PubMed Central PMCID: PMC4127927. 8: Manjappa KB, Syu JR, Yang DY. Visible-Light-Promoted and Yb(OTf)3-Catalyzed Constructions of Coumarin-Pyrrole-(Iso)quinoline-Fused Pentacycles: Synthesis of Lamellarin Core, Lamellarin D Trimethyl Ether, and Lamellarin H. Org Lett. 2016 Jan 15;18(2):332-5. doi: 10.1021/acs.orglett.5b03524. Epub 2016 Jan 7. PubMed PMID: 26741300. 9: Ballot C, Martoriati A, Jendoubi M, Buche S, Formstecher P, Mortier L, Kluza J, Marchetti P. Another facet to the anticancer response to lamellarin D: induction of cellular senescence through inhibition of topoisomerase I and intracellular Ros production. Mar Drugs. 2014 Jan 27;12(2):779-98. doi: 10.3390/md12020779. PubMed PMID: 24473175; PubMed Central PMCID: PMC3944515. 10: Kamiyama H, Kubo Y, Sato H, Yamamoto N, Fukuda T, Ishibashi F, Iwao M. Synthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues. 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Lamellarin alpha 20-sulfate, an inhibitor of HIV-1 integrase active against HIV-1 virus in cell culture. J Med Chem. 1999 Jun 3;42(11):1901-7. PubMed PMID: 10354398. 15: Cananzi S, Merlini L, Artali R, Beretta GL, Zaffaroni N, Dallavalle S. Synthesis and topoisomerase I inhibitory activity of a novel diazaindeno[2,1-b]phenanthrene analogue of Lamellarin D. Bioorg Med Chem. 2011 Aug 15;19(16):4971-84. doi: 10.1016/j.bmc.2011.06.056. Epub 2011 Jul 2. PubMed PMID: 21783369. 16: Ballot C, Kluza J, Martoriati A, Nyman U, Formstecher P, Joseph B, Bailly C, Marchetti P. Essential role of mitochondria in apoptosis of cancer cells induced by the marine alkaloid Lamellarin D. Mol Cancer Ther. 2009 Dec;8(12):3307-17. doi: 10.1158/1535-7163.MCT-09-0639. PubMed PMID: 19952118. 17: Krishnaiah P, Reddy VL, Venkataramana G, Ravinder K, Srinivasulu M, Raju TV, Ravikumar K, Chandrasekar D, Ramakrishna S, Venkateswarlu Y. New lamellarin alkaloids from the Indian ascidian Didemnum obscurum and their antioxidant properties. J Nat Prod. 2004 Jul;67(7):1168-71. PubMed PMID: 15270574. 18: Pungkham H, Swatdipakdi N, Theerasilp M, Karnkla S, Chittchang M, Ploypradith P, Nasongkla N. PEG-b-PCL and PEG-b-PLA polymeric micelles as nanocarrieres for lamellarin N delivery. Conf Proc IEEE Eng Med Biol Soc. 2011;2011:3245-8. doi: 10.1109/IEMBS.2011.6090882. PubMed PMID: 22255031. 19: Neagoie C, Vedrenne E, Buron F, Mérour JY, Rosca S, Bourg S, Lozach O, Meijer L, Baldeyrou B, Lansiaux A, Routier S. Synthesis of chromeno[3,4-b]indoles as Lamellarin D analogues: a novel DYRK1A inhibitor class. Eur J Med Chem. 2012 Mar;49:379-96. doi: 10.1016/j.ejmech.2012.01.040. Epub 2012 Jan 25. PubMed PMID: 22305342. 20: Davis RA, Carroll AR, Pierens GK, Quinn RJ. New lamellarin alkaloids from the australian ascidian, didemnum chartaceum . J Nat Prod. 1999 Mar;62(3):419-24. PubMed PMID: 10096849.