Longikaurin E | CAS#77949-42-9 | therapeutic agent

MedKoo Cat#: 599186 | Name: Longikaurin E

Description:

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

Longikaurin E is a therapeutic agents for pancreatic cancer isolated from Isodon adenolomus.

Chemical Structure

Longikaurin E

CAS#77949-42-9

Theoretical Analysis

MedKoo Cat#: 599186

Name: Longikaurin E

CAS#: 77949-42-9

Chemical Formula: C22H30O6

Exact Mass: 390.2042

Molecular Weight: 390.47

Elemental Analysis: C, 67.67; H, 7.74; O, 24.58

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 #

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Synonym

Longikaurin E; (-)-Longikaurin E;

IUPAC/Chemical Name

(4aR,5S,6R,6aS,9S,11R,11aS,11bS)-5,6-dihydroxy-4,4-dimethyl-8-methylene-7-oxododecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-11-yl acetate

InChi Key

VLCMAXYGZMNIMT-FXWPFGNKSA-N

InChi Code

InChI=1S/C22H30O6/c1-11-13-8-14(28-12(2)23)15-20-7-5-6-19(3,4)16(20)18(25)22(26,27-10-20)21(15,9-13)17(11)24/h13-16,18,25-26H,1,5-10H2,2-4H3/t13-,14-,15+,16-,18+,20-,21+,22+/m1/s1

SMILES Code

C=C([C@H](C[C@H]1OC(C)=O)C2)C([C@@]32[C@]4(O)[C@@H](O)[C@]5([H])C(C)(C)CCC[C@@]5(CO4)[C@@]31[H])=O

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 390.47 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

1: Cheng HB, Bo Y, Shen WX, Ren XG, Tan JN, Jia ZR, Xu CL. Longikaurin E induces apoptosis of pancreatic cancer cells via modulation of the p38 and PI3K/AKT pathways by ROS. Naunyn Schmiedebergs Arch Pharmacol. 2015 Jun;388(6):623-34. doi: 10.1007/s00210-015-1107-4. Epub 2015 Mar 6. PubMed PMID: 25743573. 2: Yeoman JT, Mak VW, Reisman SE. A unified strategy to ent-kauranoid natural products: total syntheses of (-)-trichorabdal A and (-)-longikaurin E. J Am Chem Soc. 2013 Aug 14;135(32):11764-7. doi: 10.1021/ja406599a. Epub 2013 Jul 30. PubMed PMID: 23886049. 3: Ferrucci V, Boffa I, De Masi G, Zollo M. Natural compounds for pediatric cancer treatment. Naunyn Schmiedebergs Arch Pharmacol. 2016 Feb;389(2):131-49. doi: 10.1007/s00210-015-1191-5. Epub 2015 Dec 9. Review. PubMed PMID: 26650503. 4: Li LM, Li GY, Huang SX, Xiao WL, Liao X, Lou LG, Ding LS, Sun HD. Antiproliferative ent-Kauranoids from Isodon parvifolius. Planta Med. 2006 Jun;72(8):740-5. Epub 2006 May 29. PubMed PMID: 16732517.