Rosmanol | CAS#80225-53-2 | antioxidant

MedKoo Cat#: 461423 | Name: Rosmanol

Description:

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

Rosmanol is a natural polyphenol from the herb rosemary (Rosmarinus officinalis L.) with high antioxidant activity.

Chemical Structure

Rosmanol

CAS#80225-53-2

Theoretical Analysis

MedKoo Cat#: 461423

Name: Rosmanol

CAS#: 80225-53-2

Chemical Formula: C20H26O5

Exact Mass: 346.1780

Molecular Weight: 346.42

Elemental Analysis: C, 69.34; H, 7.57; O, 23.09

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 600.00	2 Weeks
25mg	USD 1,100.00	2 Weeks

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Related CAS #

No Data

Synonym

Rosmanol;

IUPAC/Chemical Name

(4bR,8aS,9S,10S)-3,4,10-trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one

InChi Key

LCAZOMIGFDQMNC-FORWCCJISA-N

InChi Code

InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16+,17-,20-/m0/s1

SMILES Code

O=C1O[C@]2([H])[C@@H](O)C3=C(C(O)=C(O)C(C(C)C)=C3)[C@@]41CCCC(C)(C)[C@]24[H]

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 346.42 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: Wu M, Qi H, Li J, Velu P, Han X. Rosmanol Alleviates Myocardial Ischemia- Reperfusion Injury by Enhancing the Myocardial miR-126/VEGF/PI3K/AKT Signaling in STZ-Induced Diabetic Rats. Comb Chem High Throughput Screen. 2024 Aug 26. doi: 10.2174/0113862073285839240808113152. Epub ahead of print. PMID: 39192654. 2: Flores N, Rivillas-Acevedo L, Caballero J, Melo F, Caballero L, Areche C, Fuentealba D, Aguilar F, Cornejo A. Rosmarinic acid turned α-syn oligomers into non-toxic species preserving microtubules in Raw 264.7 cells. Bioorg Chem. 2024 Oct;151:107669. doi: 10.1016/j.bioorg.2024.107669. Epub 2024 Jul 23. PMID: 39067421. 3: Hadi N, Drioiche A, Bouchra EM, Baammi S, Abdelaziz Shahat A, Tagnaout I, Radi M, Remok F, Bouzoubaa A, Zair T. Phytochemical Analysis and Evaluation of Antioxidant and Antimicrobial Properties of Essential Oils and Seed Extracts of Anethum graveolens from Southern Morocco: In Vitro and In Silico Approach for a Natural Alternative to Synthetic Preservatives. Pharmaceuticals (Basel). 2024 Jul 1;17(7):862. doi: 10.3390/ph17070862. PMID: 39065713; PMCID: PMC11280095. 4: Athanasiadis V, Chatzimitakos T, Mantiniotou M, Kalompatsios D, Kotsou K, Makrygiannis I, Bozinou E, Lalas SI. Optimization of Four Different Rosemary Extraction Techniques Using Plackett-Burman Design and Comparison of Their Antioxidant Compounds. Int J Mol Sci. 2024 Jul 14;25(14):7708. doi: 10.3390/ijms25147708. PMID: 39062951; PMCID: PMC11277211. 5: Singh A, Singh D, Tiwari N, Mittal P, Siddiqui MH, Mittal N. Exploring the therapeutic potential of rosemary compounds against Alzheimer's disease through GC-MS and molecular docking analysis. In Silico Pharmacol. 2024 Jul 17;12(2):63. doi: 10.1007/s40203-024-00238-9. PMID: 39035101; PMCID: PMC11254900. 6: Niu YB, Velu P, Khalid A, Zyoud SH, Kazi M, Li Y. Rosmanol Triggers Apoptosis Against MNNG-induced Gastric Carcinogenesis in Rats through Attenuation of the P13K/AKT/HMBG1 Signaling Pathway. Comb Chem High Throughput Screen. 2024 Jun 19. doi: 10.2174/0113862073297703240613073134. Epub ahead of print. PMID: 38910269. 7: Abbaoui Z, Merzouki M, Oualdi I, Bitari A, Oussaid A, Challioui A, Touzani R, Hammouti B, Agerico Diño W. Alzheimer's disease: In silico study of rosemary diterpenes activities. Curr Res Toxicol. 2024 Feb 29;6:100159. doi: 10.1016/j.crtox.2024.100159. PMID: 38455759; PMCID: PMC10918482. 8: Kallimanis P, Magiatis P, Panagiotopoulou A, Ioannidis K, Chinou I. Extraction Optimization and Qualitative/Quantitative Determination of Bioactive Abietane-Type Diterpenes from Three Salvia Species (Common Sage, Greek Sage and Rosemary) by 1H-qNMR. Molecules. 2024 Jan 28;29(3):625. doi: 10.3390/molecules29030625. PMID: 38338370; PMCID: PMC10856435. 9: Luca SV, Zengin G, Sinan KI, Korona-Glowniak I, Minceva M, Skalicka-Woźniak K, Trifan A. Value-Added Compounds with Antimicrobial, Antioxidant, and Enzyme- Inhibitory Effects from Post-Distillation and Post-Supercritical CO2 Extraction By-Products of Rosemary. Antioxidants (Basel). 2023 Jan 21;12(2):244. doi: 10.3390/antiox12020244. PMID: 36829802; PMCID: PMC9952831. 10: Lešnik S, Jukič M, Bren U. Mechanistic Insights of Polyphenolic Compounds from Rosemary Bound to Their Protein Targets Obtained by Molecular Dynamics Simulations and Free-Energy Calculations. Foods. 2023 Jan 14;12(2):408. doi: 10.3390/foods12020408. PMID: 36673500; PMCID: PMC9858269. 11: Farhadi F, Baradaran Rahimi V, Mohamadi N, Askari VR. Effects of rosmarinic acid, carnosic acid, rosmanol, carnosol, and ursolic acid on the pathogenesis of respiratory diseases. Biofactors. 2023 May-Jun;49(3):478-501. doi: 10.1002/biof.1929. Epub 2022 Dec 23. PMID: 36564953. 12: Saranya P, Karunya R, Keerthi Varshini G, Kowsikan K, Prathiksha R. In- silico docking studies of selected phytochemicals against papain like protease of SARS-Cov-2. Vegetos. 2023;36(1):188-194. doi: 10.1007/s42535-022-00525-w. Epub 2022 Dec 6. PMID: 36530568; PMCID: PMC9734692. 13: Reguigui A, Ott PG, Darcsi A, Bakonyi J, Romdhane M, Móricz ÁM. Nine- dimensional bioprofiles of Tunisian sages (Salvia officinalis, S. aegyptiaca and S. verbenaca) by high-performance thin-layer chromatography - effect-directed analyses. J Chromatogr A. 2023 Jan 11;1688:463704. doi: 10.1016/j.chroma.2022.463704. Epub 2022 Dec 7. PMID: 36528897. 14: Lim Ah Tock M, Combrinck S, Kamatou G, Chen W, Van Vuuren S, Viljoen A. Antibacterial Screening, Biochemometric and Bioautographic Evaluation of the Non-Volatile Bioactive Components of Three Indigenous South African Salvia Species. Antibiotics (Basel). 2022 Jul 6;11(7):901. doi: 10.3390/antibiotics11070901. PMID: 35884155; PMCID: PMC9312202. 15: Ghallab DS, Shawky E, Ibrahim RS, Mohyeldin MM. Comprehensive metabolomics unveil the discriminatory metabolites of some Mediterranean Sea marine algae in relation to their cytotoxic activities. Sci Rep. 2022 May 16;12(1):8094. doi: 10.1038/s41598-022-12265-7. PMID: 35577889; PMCID: PMC9110716. 16: Kallimanis P, Chinou I, Panagiotopoulou A, Soshilov AA, He G, Denison MS, Magiatis P. Rosmarinus officinalis L. Leaf Extracts and Their Metabolites Inhibit the Aryl Hydrocarbon Receptor (AhR) Activation In Vitro and in Human Keratinocytes: Potential Impact on Inflammatory Skin Diseases and Skin Cancer. Molecules. 2022 Apr 13;27(8):2499. doi: 10.3390/molecules27082499. PMID: 35458697; PMCID: PMC9029298. 17: Ayoub IM, George MY, Menze ET, Mahmoud M, Botros M, Essam M, Ashmawy I, Shendi P, Hany A, Galal M, Ayman M, Labib RM. Insights into the neuroprotective effects of Salvia officinalis L. and Salvia microphylla Kunth in the memory impairment rat model. Food Funct. 2022 Feb 21;13(4):2253-2268. doi: 10.1039/d1fo02988f. PMID: 35137748. 18: Li L, Pan Z, Ning D, Fu Y. Rosmanol and Carnosol Synergistically Alleviate Rheumatoid Arthritis through Inhibiting TLR4/NF-κB/MAPK Pathway. Molecules. 2021 Dec 23;27(1):78. doi: 10.3390/molecules27010078. PMID: 35011304; PMCID: PMC8746366. 19: Lešnik S, Bren U. Mechanistic Insights into Biological Activities of Polyphenolic Compounds from Rosemary Obtained by Inverse Molecular Docking. Foods. 2021 Dec 28;11(1):67. doi: 10.3390/foods11010067. PMID: 35010191; PMCID: PMC8750736. 20: Jiang D, Xu J, Liu S, Nasser MI, Wei W, Mao T, Liu X, Zou X, Li J, Li X. Rosmanol induces breast cancer cells apoptosis by regulating PI3K/AKT and STAT3/JAK2 signaling pathways. Oncol Lett. 2021 Aug;22(2):631. doi: 10.3892/ol.2021.12892. Epub 2021 Jul 1. PMID: 34267823; PMCID: PMC8258625.