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MedKoo Cat#: 598180 | Name: Rosmarinic acid
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Description:

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

Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention. Rosmarinic acid has been used in the biosynthesis of silver nanoparticles.

Chemical Structure

Rosmarinic acid
Rosmarinic acid
CAS#20283-92-5

Theoretical Analysis

MedKoo Cat#: 598180

Name: Rosmarinic acid

CAS#: 20283-92-5

Chemical Formula: C18H16O8

Exact Mass: 360.0845

Molecular Weight: 360.31

Elemental Analysis: C, 60.00; H, 4.48; O, 35.52

Price and Availability

Size Price Availability Quantity
10mg USD 250.00
50mg USD 500.00
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Related CAS #
No Data
Synonym
Rosmarinic acid; Labiatic acid; RM 21A; NPLC 0542; NPLC-0542; NPLC0542;
IUPAC/Chemical Name
(R,E)-3-(3,4-dihydroxyphenyl)-2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid
InChi Key
DOUMFZQKYFQNTF-WUTVXBCWSA-N
InChi Code
InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1
SMILES Code
O=C(O)[C@H](OC(/C=C/C1=CC=C(O)C(O)=C1)=O)CC2=CC=C(O)C(O)=C2
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

Preparing Stock Solutions

The following data is based on the product molecular weight 360.31 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.

Recalculate based on batch purity %
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: Kiani A, Torabi P, Mousavi ZE. Green recovery of phenolic compounds from almond hull waste using ultrasound-assisted extraction: phenolics characterization and antimicrobial investigation. J Food Sci Technol. 2024 Oct;61(10):1930-1942. doi: 10.1007/s13197-024-05969-3. Epub 2024 Mar 18. PMID: 39285987; PMCID: PMC11401814. 2: Hou T, Sana SS, Jeyavani J, Li H, Boya VKN, Vaseeharan B, Kim SC, Zhang Z. Biomedical applications of chitosan-coated phytogenic silver nanoparticles: An alternative drug to foodborne pathogens. Int J Biol Macromol. 2024 Sep 12;280(Pt 1):135590. doi: 10.1016/j.ijbiomac.2024.135590. Epub ahead of print. PMID: 39276903. 3: Zhang J, Gao W, Jahan I, Zhai R, Yao K, Yan J, Li P. The Cytotoxic Activity and Metabolic Profiling of Hyptis rhomboidea Mart. et Gal. Molecules. 2024 Sep 5;29(17):4216. doi: 10.3390/molecules29174216. PMID: 39275063; PMCID: PMC11396782. 4: Xiao X, Wu F, Wang B, Cai Z, Wang L, Zhang Y, Yu X, Luo Y. Clerodendranthus spicatus (Thunb.) Water Extracts Reduce Lipid Accumulation and Oxidative Stress in the Caenorhabditis elegans. Int J Mol Sci. 2024 Sep 6;25(17):9655. doi: 10.3390/ijms25179655. PMID: 39273603; PMCID: PMC11394974. 5: Betlej I, Żurek N, Cebulak T, Kapusta I, Balawejder M, Kiełtyka-Dadasiewicz A, Jaworski S, Lange A, Kutwin M, Krochmal-Marczak B, Kłosińska T, Nasiłowska B, Mierczyk Z, Borysiuk P. Evaluation of Chemical Profile and Biological Properties of Extracts of Different Origanum vulgare Cultivars Growing in Poland. Int J Mol Sci. 2024 Aug 30;25(17):9417. doi: 10.3390/ijms25179417. PMID: 39273364; PMCID: PMC11395194. 6: Liu R, Ding X, Dang M, Wang J, Zhu W. Effects of hesperidin, thymol, rosmarinic acid and their combined effect on growth performance, intestinal barrier function and cecal microbiota in broilers. Poult Sci. 2024 Aug 27;103(12):104247. doi: 10.1016/j.psj.2024.104247. Epub ahead of print. PMID: 39265517. 7: Balkrishna A, Dabas A, Singh N, Katiyar P, Arya V, Sharma D. In-silico evaluation of phytochemicals for vitiligo: ADMET, molecular docking, and MD simulation approaches. Nat Prod Res. 2024 Sep 11:1-13. doi: 10.1080/14786419.2024.2400226. Epub ahead of print. PMID: 39257321. 8: Wang W, Zhang Y, Huang X, Li D, Lin Q, Zhuang H, Li H. The role of the miR-30a-5p/BCL2L11 pathway in rosmarinic acid-induced apoptosis in MDA- MB-231-derived breast cancer stem-like cells. Front Pharmacol. 2024 Aug 22;15:1445034. doi: 10.3389/fphar.2024.1445034. PMID: 39239646; PMCID: PMC11375422. 9: Bansal Y, Mujib A, Mamgain J, Syeed R, Mohsin M, Nafees A, Dewir YH, Mendler- Drienyovszki N. Integrated GC-MS and UPLC-ESI-QTOF-MS based untargeted metabolomics analysis of in vitro raised tissues of Digitalis purpurea L. Front Plant Sci. 2024 Aug 22;15:1433634. doi: 10.3389/fpls.2024.1433634. PMID: 39239200; PMCID: PMC11374661. 10: Renda G, Sevgi S, Šoral M, Bora-Akoğlu G, Sari S, Çetin Ö, Zobaroğlu-Özer P, Şöhretoğlu D. Histone deacetylase inhibitory properties of metabolites from leaves of Quercus pontica K. Koch and its metabolites. Int J Environ Health Res. 2024 Sep 5:1-12. doi: 10.1080/09603123.2024.2399210. Epub ahead of print. PMID: 39234646. 11: Correa VG, Garcia-Manieri JAA, Dias MI, Pereira C, Mandim F, Barros L, Ferreira ICFR, Peralta RM, Bracht A. Gastrointestinal digestion of yerba mate, rosemary and green tea extracts and their subsequent colonic fermentation by human, pig or rat inocula. Food Res Int. 2024 Oct;194:114918. doi: 10.1016/j.foodres.2024.114918. Epub 2024 Aug 11. PMID: 39232538. 12: Huseyin S, Reyhancan A, Halici U, Guclu O, Tuysuz S, Oztorun B, Canbaz S. Comparison of the protective effects of vanillic and rosmarinic acid on cardiac tissue: Lower limb ischemia-reperfusion model in rats. Ulus Travma Acil Cerrahi Derg. 2024 Sep;30(9):619-625. English. doi: 10.14744/tjtes.2024.12359. PMID: 39222491. 13: Chai Y, He S, Liang D, Gu C, Gong Q, Long L, Chen P, Wang L. Mahuang Fuzi Xixin decoction: A potent analgesic for neuropathic pain targeting the NMDAR2B/CaMKIIα/ERK/CREB pathway. Heliyon. 2024 Aug 10;10(16):e35970. doi: 10.1016/j.heliyon.2024.e35970. PMID: 39211918; PMCID: PMC11357756. 14: Huang JY, Hsu TW, Chen YR, Kao SH. Rosmarinic Acid Potentiates Cytotoxicity of Cisplatin against Colorectal Cancer Cells by Enhancing Apoptotic and Ferroptosis. Life (Basel). 2024 Aug 15;14(8):1017. doi: 10.3390/life14081017. PMID: 39202759; PMCID: PMC11355254. 15: Dinu S, Dumitrel SI, Buzatu R, Dinu DC, Popovici R, Szuhanek C, Matichescu A. New Perspectives about Relevant Natural Compounds for Current Dentistry Research. Life (Basel). 2024 Jul 29;14(8):951. doi: 10.3390/life14080951. PMID: 39202693; PMCID: PMC11355384. 16: Feng H, Yang Y, Chen H, Zhang Z, Zeng J, Huang Y, Yang X, Yang L, Du J, Cao Z. Jiedu Xiaozheng Yin extract targets cancer stem cells by Wnt signaling pathway in colorectal cancer. J Ethnopharmacol. 2024 Aug 26;337(Pt 1):118710. doi: 10.1016/j.jep.2024.118710. Epub ahead of print. PMID: 39197803. 17: Sasaki K, Becker J, Ong J, Ciaghi S, Guldin LS, Savastano S, Fukumitsu S, Kuwata H, Szele FG, Isoda H. Rosemary extract activates oligodendrogenesis genes in mouse brain and improves learning and memory ability. Biomed Pharmacother. 2024 Aug 27;179:117350. doi: 10.1016/j.biopha.2024.117350. Epub ahead of print. PMID: 39197189. 18: Wang F, Bao Y, Yang F, Yuan L, Han X, Huang Y, Wei Y, Zhang L, Yang Z, Yang D. Content Determination and Chemical Clustering Analysis of Tanshinone and Salvianolic Acid in Salvia spp. Metabolites. 2024 Aug 8;14(8):441. doi: 10.3390/metabo14080441. PMID: 39195537; PMCID: PMC11356371. 19: Baz MM, Selim AM, Radwan IT, Alkhaibari AM, Gattan HS, Alruhaili MH, Alasmari SM, Gad ME. Evaluating larvicidal, ovicidal and growth inhibiting activity of five medicinal plant extracts on Culex pipiens (Diptera: Culicidae), the West Nile virus vector. Sci Rep. 2024 Aug 23;14(1):19660. doi: 10.1038/s41598-024-69449-6. PMID: 39191818; PMCID: PMC11350158. 20: Zhang T, Mi J, Qin X, Ouyang Z, Wang Y, Li Z, He S, Hu K, Wang R, Huang W. Rosmarinic Acid Alleviates Radiation-Induced Pulmonary Fibrosis by Downregulating the tRNA N7-Methylguanosine Modification-Regulated Fibroblast-to- Myofibroblast Transition Through the Exosome Pathway. J Inflamm Res. 2024 Aug 22;17:5567-5586. doi: 10.2147/JIR.S458794. PMID: 39188632; PMCID: PMC11346487.

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