Isotenulin | CAS#10092-04-3

MedKoo Cat#: 462900 | Name: Isotenulin

Description:

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

Isotenulin is a sesquiterpene lactone isolated from sneezeweed Helenium amarum. It crystallizes with two independent molecules in the asymmetric unit. Isotenulin is currently being studied as a potential candidate to be developed for synergistic treatment of multidrug resistance cancers due to its ability to resensitize these types of cancers.

Chemical Structure

Isotenulin

CAS#10092-04-3 (isotenulin)

Theoretical Analysis

MedKoo Cat#: 462900

Name: Isotenulin

CAS#: 10092-04-3 (isotenulin)

Chemical Formula: C17H22O5

Exact Mass: 306.1467

Molecular Weight: 306.36

Elemental Analysis: C, 66.65; H, 7.24; O, 26.11

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 #

10092-04-3 (isotenulin); 19202-92-7 (tenulin)

Synonym

NSC 85247; NSC-085247; NSC85247;

IUPAC/Chemical Name

(3R,3aR,4R,4aR,8R,9aS)-3,4a,8-trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl acetate

InChi Key

NEIIKBWBBCJSQU-DGIONXRUSA-N

InChi Code

InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8-9,11-12,14-15H,7H2,1-4H3/t8-,9-,11?,12+,14-,15-,17+/m1/s1

SMILES Code

C[C@@H]1C[C@@H]2OC([C@@H]([C@H]2[C@H]([C@]3(C1C=CC3=O)C)OC(C)=O)C)=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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 306.36 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: Chang YT, Wang CCN, Wang JY, Lee TE, Cheng YY, Morris-Natschke SL, Lee KH, Hung CC. Tenulin and isotenulin inhibit P-glycoprotein function and overcome multidrug resistance in cancer cells. Phytomedicine. 2019 Feb;53:252-262. doi: 10.1016/j.phymed.2018.09.008. Epub 2018 Sep 5. PMID: 30668405; PMCID: PMC6421864. 2: Knight KS, Smith CT, Waddell TG. Isotenulin. Acta Crystallogr Sect E Struct Rep Online. 2013 Jul 20;69(Pt 8):o1290. doi: 10.1107/S1600536813019703. PMID: 24109370; PMCID: PMC3793783. 3: ElSohly Ma, Kulanthaivel P, Herz W. Constituents of Helenium amarum, IV. Desacetyl-1-epiisotenulin. J Nat Prod. 1984 May-Jun;47(3):533-5. doi: 10.1021/np50033a024. PMID: 6548253. 4: Waddell TG, Austin AM, Cochran JW, Gerhart KG, Hall IH, Lee KH. Antitumor agents: structure--activity relationships in tenulin series. J Pharm Sci. 1979 Jun;68(6):715-8. doi: 10.1002/jps.2600680616. PMID: 458570.