Desacetoxymatricarin | CAS#17946-87-1 | antiinflammatory

MedKoo Cat#: 598652 | Name: Desacetoxymatricarin

Description:

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

Desacetoxymatricarin is an antiinflammatory and angioprotective sesquiterpene.

Chemical Structure

Desacetoxymatricarin

CAS#17946-87-1

Theoretical Analysis

MedKoo Cat#: 598652

Name: Desacetoxymatricarin

CAS#: 17946-87-1

Chemical Formula: C15H18O3

Exact Mass: 246.1256

Molecular Weight: 246.30

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Desacetoxymatricarin; Leukodin; Leucodine; Axillin; Matricarin, deacetoxy-;

IUPAC/Chemical Name

(3S,3aS,9aS,9bS)-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione

InChi Key

BJPSSVHNEGMBDQ-NUZBWSBOSA-N

InChi Code

InChI=1S/C15H18O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-10,13-14H,4-5H2,1-3H3/t9-,10-,13-,14-/m0/s1

SMILES Code

O=C1[C@@H](C)[C@@](CCC(C)=C23)([H])[C@]([C@@]3([H])C(C)=CC2=O)([H])O1

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 246.30 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: Tschiggerl C, Bucar F. Guaianolides and volatile compounds in chamomile tea. Plant Foods Hum Nutr. 2012 Jun;67(2):129-35. doi: 10.1007/s11130-012-0277-1. PubMed PMID: 22410959. 2: Acıkara ÖB, Çitoğlu GS, Dall'Acqua S, Smejkal K, Cvačka J, Zemlička M. A new triterpene from Scorzonera latifolia (Fisch. and Mey.) DC. Nat Prod Res. 2012;26(20):1892-7. Epub 2011 Oct 13. PubMed PMID: 21995805. 3: 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. 4: Khazneh E, Hřibová P, Hošek J, Suchý P, Kollár P, Pražanová G, Muselík J, Hanaková Z, Václavík J, Miłek M, Legáth J, Šmejkal K. The Chemical Composition of Achillea wilhelmsii C. Koch and Its Desirable Effects on Hyperglycemia, Inflammatory Mediators and Hypercholesterolemia as Risk Factors for Cardiometabolic Disease. Molecules. 2016 Mar 25;21(4):404. doi: 10.3390/molecules21040404. PubMed PMID: 27023504. 5: Priestap HA, Abboud KA, Velandia AE, Lopez LA, Barbieri MA. Dehydro-leucodin: a guaiane-type sesquiterpene lactone. Acta Crystallogr Sect E Struct Rep Online. 2011 Dec 1;67(Pt 12):o3470. doi: 10.1107/S1600536811048938. Epub 2011 Nov 30. PubMed PMID: 22199945; PubMed Central PMCID: PMC3239097. 6: Glasl S, Mucaji P, Werner I, Jurenitsch J. TLC and HPLC characteristics of desacetylmatricarin, leucodin, achillin and their 8alpha-angeloxy-derivatives. Pharmazie. 2003 Jul;58(7):487-90. PubMed PMID: 12889533. 7: Michalska K, Zylewski M, Kisiel W. Structure elucidation and complete NMR spectral assignments of two new sesquiterpene lactone xylosides from Lactuca triangulata. Magn Reson Chem. 2008 Dec;46(12):1185-7. doi: 10.1002/mrc.2323. PubMed PMID: 18785195. 8: Cheong H, Choi EJ, Yoo GS, Kim KM, Ryu SY. Desacetylmatricarin, an anti-allergic component from Taraxacum platycarpum. Planta Med. 1998 Aug;64(6):577-8. Erratum in: Planta Med 1998 Dec;64(8):769. Ho C [corrected to Cheong H]. PubMed PMID: 9741305. 9: Glasl S, Mucaji P, Werner I, Presser A, Jurenitsch J. Sesquiterpenes and flavonoid aglycones from a Hungarian taxon of the Achillea millefolium group. Z Naturforsch C. 2002 Nov-Dec;57(11-12):976-82. PubMed PMID: 12562079. 10: de Kraker JW, Franssen MC, Joerink M, de Groot A, Bouwmeester HJ. Biosynthesis of costunolide, dihydrocostunolide, and leucodin. Demonstration of cytochrome p450-catalyzed formation of the lactone ring present in sesquiterpene lactones of chicory. Plant Physiol. 2002 May;129(1):257-68. PubMed PMID: 12011356; PubMed Central PMCID: PMC155889. 11: Zapata-Martínez J, Sánchez-Toranzo G, Chaín F, Catalán CA, Bühler MI. Effect of guaianolides in the meiosis reinitiation of amphibian oocytes. Zygote. 2017 Feb;25(1):10-16. doi: 10.1017/S0967199416000265. Epub 2016 Nov 3. PubMed PMID: 27806737.