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Rosmanol

Names

[ CAS No. ]:
80225-53-2

[ Name ]:
Rosmanol

[Synonym ]:
Oxydesaminoisorosmaricin
(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

Biological Activity

[Description]:

Rosmanol could inhibit the oxidation of low density lipoprotein (LPL) and significantly inhibit lipopolysaccharide induced iNOS and COX-2 expression, with anti-inflammatory effect.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology
Natural Products >> Phenols

[In Vitro]

Rosmanol exhibits the strongest inhibition on cell viability with IC50 approximately 42 μM. Rosmanol might suppress cancer cell proliferation or induce cancer cell undergoing apoptosis that lead to cell growth-inhibition. With 50 μM of Rosmanol treatment, the percentage of COLO 205 cells undergoing apoptosis increase dramatically from 9 h (29%) to 24 h (51%). Within 24 h of treatment with 50 μM Rosmanol, COLO 205 cells exhibit significant morphological changes and chromosomal condensation, which is indicative of apoptotic cell death[1]. Carnosol is a lipid protector against attack by O2[2].

[References]

[1]. Cheng AC, et al. Rosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells. Food Chem Toxicol. 2011 Feb;49(2):485-93.

[2]. Loussouarn M, et al. Carnosic Acid and Carnosol, Two Major Antioxidants of Rosemary, Act through Different Mechanisms. Plant Physiol. 2017 Nov;175(3):1381-1394.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
1.33

[ Boiling Point ]:
574.186ºC at 760 mmHg

[ Molecular Formula ]:
C20H26O5

[ Molecular Weight ]:
346.41700

[ Flash Point ]:
205.663ºC

[ Exact Mass ]:
346.17800

[ PSA ]:
86.99000

[ LogP ]:
3.25770

[ Index of Refraction ]:
1.625

[ Storage condition ]:
2-8℃

Safety Information

[ HS Code ]:
2932999099

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%


Related Compounds