| Identification | More | [Name]
Lupeol | [CAS]
545-47-1 | [Synonyms]
20[29]-LUPEN-3BETA-OL
3BETA-HYDROXY-20[29]-LUPENE
3B-HYDROXY-20[29]-LUPENE
BETA-VISCOL
B-VISCOL
FAGARASTEROL
LUPEOL
MONOGYNOL
(3-beta)-lup-20(29)-en-3-o
(3-beta)-lup-20(29)-en-3-ol
1H-Cyclopenta[a]chrysene, lup-20(29)-en-3-ol deriv.
Clerodol
Fagarsterol
lup-20(29)-en-3-beta-ol
Lup-20(29)-en-3beta-ol
Lup-20(29)-en-3-ol
Lup-20(29)-en-3-ol, (3beta)-
Lupenol
Monogynol B
monogynolb | [EINECS(EC#)]
208-889-9 | [Molecular Formula]
C30H50O | [MDL Number]
MFCD00017351 | [Molecular Weight]
426.72 | [MOL File]
545-47-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
215° | [alpha ]
D20 +27.2° (c = 4.8 in chloroform) | [Boiling point ]
482.1°C (rough estimate) | [density ]
0.9457 | [refractive index ]
1.4910 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
15.19±0.70(Predicted) | [color ]
White to Off-White | [InChIKey]
MQYXUWHLBZFQQO-QGTGJCAVSA-N | [LogP]
10.460 (est) | [CAS DataBase Reference]
545-47-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Lupeol(545-47-1) |
| Questions And Answer | Back Directory | [Description]
Lupeol is a kind of novel anti-inflammatory and anti-cancer dietary triterpene that can be found in white cabbage, green pepper, strawberry, olive, mangoes and grapes. In recent years, much progress has been made on the application of this molecule for clinical treatment of various kind of disorders. On the one hand, it has been extensively studied that it is capable of inhibiting inflammation under both in vitro and in animal models. Studies have shown that Lupeol is a multi-target agent during its anti-inflammation effect, targeting on many key molecular pathways involving nuclear factor kappa B (NFκB), cFLIP, Fas, Kras, phosphatidylinositol-3-kinase (PI3K)/Akt and Wnt/β-catenin. On the other hand, Lupeol has strong anti-tumor effect during treatment of various cancer types such as prostate, skin, pancreatic and breast cancer. The anti-tumor effect might be related to its potential to modulate important signaling pathways such as nuclear factor kappa B (NFκB) and the phosphatidylinositol 3-kinase [PI3K] /Akt (protein kinase B pathway), which are crucial during tumorigenesis.
| [References]
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2764818/
https://en.wikipedia.org/wiki/Lupeol
|
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
Abundant plant triterpene. Occurs in the skin of lupin seeds, in circle, in the latex of fig trees and of rubber plants. It was detected in cocoons of Bombyx mori. | [Uses]
antineoplastic | [Definition]
ChEBI: A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in m
ny edible fruits and vegetables. | [General Description]
Lupeol is a novel anti-cancer and anti-inflammatory dietary triterpene. They help in stabilizing phospholipid bilayers in plant cell membranes. In general, this group contains 28-29 carbons along with carbon-carbon double bonds, usually one in the sterol nucleus and at times a second in the alkyl side chain. | [target]
Caspase | PARP | GSK-3 | Akt | PI3K | Wnt/β-catenin | c-Myc | IL Receptor | Bcl-2/Bax | NF-kB | ROS | TNF-α | STAT |
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