Solstitialin | CAS#22738-70-1 | biochemical

MedKoo Cat#: 145989 | Name: Solstitialin

Description:

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

Solstitialin is a natural compound found in certain plants, known for its potential anti-inflammatory and antioxidant properties. It works by modulating key signaling pathways involved in inflammation and oxidative stress, which may help protect cells from damage and reduce the risk of chronic diseases. Its applications are being explored in the fields of cardiovascular health, cancer prevention, and overall disease management related to inflammation. By targeting these cellular mechanisms, solstitialin shows promise as a therapeutic agent for conditions such as cardiovascular diseases and metabolic disorders.

Chemical Structure

Solstitialin

CAS#22738-70-1

Theoretical Analysis

MedKoo Cat#: 145989

Name: Solstitialin

CAS#: 22738-70-1

Chemical Formula: C15H20O5

Exact Mass: 280.1300

Molecular Weight: 280.32

Elemental Analysis: C, 64.27; H, 7.19; O, 28.54

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

Solstitialin; NSC-352264; NSC352264; NSC 352264;

IUPAC/Chemical Name

(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-(hydroxymethyl)-6,9-dimethylenedecahydroazuleno[4,5-b]furan-2(3H)-one

InChi Key

LWOZDCFSMDBOSA-AQEIEYEASA-N

InChi Code

1S/C15H20O5/c1-7-3-4-10-13(20-14(18)15(10,19)6-16)12-8(2)11(17)5-9(7)12/h9-13,16-17,19H,1-6H2/t9-,10+,11-,12-,13-,15-/m0/s1

SMILES Code

[H][C@@]12C[C@H](O)C(=C)[C@]1([H])[C@@]3([H])OC(=O)[C@](O)(CO)[C@]3([H])CCC2=C

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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 280.32 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 CH, Costall B, Hamburger M, Hostettmann K, Naylor RJ, Wang Y, Jenner P. Toxic effects of solstitialin A 13-acetate and cynaropicrin from Centaurea solstitialis L. (Asteraceae) in cell cultures of foetal rat brain. Neuropharmacology. 1992 Mar;31(3):271-7. doi: 10.1016/0028-3908(92)90177-q. PMID: 1630595. 2: Ozçelik B, Gürbüz I, Karaoglu T, Yeşilada E. Antiviral and antimicrobial activities of three sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis. Microbiol Res. 2009;164(5):545-52. doi: 10.1016/j.micres.2007.05.006. Epub 2007 Jul 5. PMID: 17614269. 3: Radan M, Carev I, Tešević V, Politeo O, Čulić VČ. Qualitative HPLC-DAD/ESI- TOF-MS Analysis, Cytotoxic, and Apoptotic Effects of Croatian Endemic Centaurea ragusina L. Aqueous Extracts. Chem Biodivers. 2017 Sep;14(9). doi: 10.1002/cbdv.201700099. Epub 2017 Aug 1. PMID: 28591430. 4: Hay AJ, Hamburger M, Hostettmann K, Hoult JR. Toxic inhibition of smooth muscle contractility by plant-derived sesquiterpenes caused by their chemically reactive alpha-methylenebutyrolactone functions. Br J Pharmacol. 1994 May;112(1):9-12. doi: 10.1111/j.1476-5381.1994.tb13020.x. PMID: 8032668; PMCID: PMC1910317. 5: Erenler R, Sen O, Yaglioglu AS, Demirtas I. Bioactivity-Guided Isolation of Antiproliferative Sesquiterpene Lactones from Centaurea solstitialis L. ssp. solstitialis. Comb Chem High Throughput Screen. 2016;19(1):66-72. doi: 10.2174/1386207319666151203002117. PMID: 26632440. 6: Akkol EK, Arif R, Ergun F, Yesilada E. Sesquiterpene lactones with antinociceptive and antipyretic activity from two Centaurea species. J Ethnopharmacol. 2009 Mar 18;122(2):210-5. doi: 10.1016/j.jep.2009.01.019. PMID: 19330908. 7: Gürbüz I, Yesilada E. Evaluation of the anti-ulcerogenic effect of sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis by using various in vivo and biochemical techniques. J Ethnopharmacol. 2007 Jun 13;112(2):284-91. doi: 10.1016/j.jep.2007.03.009. Epub 2007 Mar 12. PMID: 17418988. 8: Thiessen WE, Hope H. The structure and absolute configuration of solstitialin, C115-H20-05. Acta Crystallogr B Struct Crystallogr Cryst Chem. 1970 May 15;26(5):554-62. doi: 10.1107/s0567740870002790. PMID: 5468620. 9: Yesilada E, Gürbüz I, Bedir E, Tatli I, Khan IA. Isolation of anti- ulcerogenic sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis through bioassay-guided fractionation procedures in rats. J Ethnopharmacol. 2004 Dec;95(2-3):213-9. doi: 10.1016/j.jep.2004.07.021. PMID: 15507339. 10: Keyvanloo Shahrestanaki M, Bagheri M, Ghanadian M, Aghaei M, Jafari SM. Centaurea cyanus extracted 13-O-acetylsolstitialin A decrease Bax/Bcl-2 ratio and expression of cyclin D1/Cdk-4 to induce apoptosis and cell cycle arrest in MCF-7 and MDA-MB-231 breast cancer cell lines. J Cell Biochem. 2019 Oct;120(10):18309-18319. doi: 10.1002/jcb.29141. Epub 2019 Jun 3. PMID: 31161672.