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| | Rosmanol Basic information |
| Product Name: | Rosmanol | | Synonyms: | [4aR-(4aa,9b,10a,10ab)]-1,3,4,9,10,10a-Hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-10,4a-(epoxymethano)phenanthren-12-one;(4aR,10aα)-1,3,4,9,10,10a-Hexahydro-5,6,9α-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-10β,4aβ-(epoxymethano)phenanthren-12-one;20-Deoxocarnosol;6β,7α,11,12-Tetrahydroxyabieta-8,11,13-trien-20-oic acid 20,6-lactone;(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;(4bR,8aS,9R,10S)-3,4,10-trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one;Keywords honeysuckle extract;rat tail oxalic acid | | CAS: | 80225-53-2 | | MF: | C20H26O5 | | MW: | 346.42 | | EINECS: | | | Product Categories: | | | Mol File: | 80225-53-2.mol |  |
| | Rosmanol Chemical Properties |
| Melting point | 212-213 °C(Solv: ethyl ether (60-29-7)) | | Boiling point | 574.2±50.0 °C(Predicted) | | density | 1.33 | | storage temp. | 2-8°C | | solubility | DMSO: soluble | | form | A solid | | pka | 9.07±0.60(Predicted) |
| | Rosmanol Usage And Synthesis |
| Anticancer Research | This is a polyphenol and an ester of caffeic acid and 3,4-dihydroxyphylllique acid.This is commonly found in Boraginaceae species and Nepettoideae, a Lamiaceaesubfamily. It plays an important role in anti-inflammatory, antitumor, andantiproliferation activities. It shows a dose-dependent inhibition of invasion,migration, and adhesion of LS-174-T human colon carcinoma cells. It inhibits thebone metastasis from breast cancer via NF-κB and its downward IL-8 pathway(Wang et al. 2012). It reduces ERK and COX-2 phosphorylation in colon carcinoma.It reduces the activity of DNA methyltransferase and interferes with RANKL/RANK/OPG networks in breast cancer cells. It targets NF-kB pathway in U938cells and PKA/CREB/MITF pathways in melanoma cells (Singh et al. 2016b). InU938 human leukemic cells, it sensitizes TNF-α-induced apoptosis by affectingNF-kB and ROS and inhibits the activation of NF-kB by inhibiting IκBαphosphorylation and degradation. It also reduces the levels of promoter activity ofCOX-2 protein induced by TPA in HT-29 colon cancer cells and antagonizes TPAstimulating effects on COX-2 expression (Petersen and Simmonds 2003). | | Cytotoxicity | IC50 (μg/mL): 1.71 (A2780), 6.96(SW1573), 10.13 (WiDr), 10.13 (T-47D),1.46 (HBL-100) (Guerrero et al. 2006;Zhang et al. 2017) |
| | Rosmanol Preparation Products And Raw materials |
| Raw materials | 4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,5,6,9,10,10a-octahydro-1,1-dimethyl-7-(1-methylethyl)-5,6-dioxo-, (4aR,10aS)--->CARNOSOL | | Preparation Products | EPIROSMANOL |
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