A polyphenol with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Rosmanol

Item No. 35143

Technical Information
Formal Name
(4aR,9S,10S,10aS)-1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-10,4a-(epoxymethano)phenanthren-12-one
CAS Number
80225-53-2
Molecular Formula
C20H26O5
Formula Weight
Purity
≥98%
A solid
SMILES
O=C1[C@@]23C4=C(O)C(O)=C(C(C)C)C=C4[C@@H]([C@@H](O1)[C@@]2([H])C(C)(CCC3)C)O
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
InChi Key
LCAZOMIGFDQMNC-FORWCCJISA-N
Origin
Plant/Salvia officinalis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Add

    Add

    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Rosmanol is a polyphenol that has been found in R. officinalis and has diverse biological activities.1,2,3 It is an inhibitor of α-glucosidase and α-amylase (IC50s = 16.4 and 40.9 µg/ml, respectively) and has antioxidant activity in a Trolox equivalent absorbance capacity (TEAC) assay.2 Rosmanol activates the mitochondrial and death receptor apoptosis pathways and induces apoptosis in COLO 205 colorectal cancer cells (IC50 = ~42 µM).3 It also inhibits LPS-induced production of prostaglandin E2 (PGE2), as well as reduces the activity of NF-κB, inducible nitric oxide synthase (iNOS), and COX-2 induced by LPS, in RAW 264.7 macrophages when used at concentrations of 2.5 and 5 µM.1 Rosmanol (30-100 mg/kg) increases the latency to tail withdrawal in the hot plate test, decreases immobility in the forced swim test, and increases the time spent in the open arms of the elevated plus maze in mice, indicating antinociceptive, antidepressant-like, and anxiolytic-like activities, respectively.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lai, C.-S., Lee, J.H., Ho, C.-T., et alRosmanol potently inhibits lipopolysaccharide-induced iNOS and COX-2 expression through downregulating MAPK, NF-κB, STAT3 and C/EBP signaling pathways. J. Agric. Food Chem. 57(22), 10990-10998 (2009).

    2. Etsassala, N.G.E.R., Badmus, J.A., Marnewick, J.L., et alAlpha-glucosidase and alpha-amylase inhibitory activities, molecular docking, and antioxidant capacities of Salvia aurita constituents. Antioxidants 9(11), 1149 (2020).

    3. Cheng, A.-C., Lee, M.-F., Tsai, M.-L., et alRosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells. Food Chem. Toxicol. 49(2), 485-493 (2011).

    4. Abdelhalim, A., Karim, N., Chebib, M., et alAntidepressant, anxiolytic and antinociceptive activities of constituents from Rosmarinus officinalis. J. Pharm. Pharm. Sci. 18(4), 448-459 (2015).