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Merck

L5632

Sigma-Aldrich

Lupeol

≥94%

Synonym(e):

β-Viscol, 20(29)-Lupen-3β-ol, 3β-Hydroxy-20(29)-lupen, Clerodol, Fagarasterol, Lupenol, Monogynol B

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About This Item

Empirische Formel (Hill-System):
C30H50O
CAS-Nummer:
Molekulargewicht:
426.72
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352002
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥94% (TLC)
≥94%

Lagertemp.

2-8°C

SMILES String

[H]C12CCC3C4(C)CCC(O)C(C)(C)[C@]4([H])CCC3(C)[C@]1(C)CCC5(C)CC[C@H](C(C)=C)[C@]25[H]

InChI

1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1

InChIKey

MQYXUWHLBZFQQO-QGTGJCAVSA-N

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Allgemeine Beschreibung

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.

Anwendung

Lupeol was used as reference standard in method development and validation of lupeol from Vernonia Cinerea using HPLC method. It has been used as a standard for the identification and quantification of triterpenoids in blueberry cuticular wax by GC.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

Shuang Liang et al.
Journal of natural products, 73(4), 532-535 (2010-03-03)
Phytochemical examination of the methanolic extract from the stem bark of Daphne aurantiaca led to the isolation of six new sesquiterpenoids, dauca-3,11-dien-2alpha,15-diol (1), 3-oxoguai-4-ene-11,12-diol (2), 4alpha,5alpha,8alpha,11alphaH-3-oxoguai-1(10)-en-12,8-olide-7alpha-diol (3), 4alpha,5alpha,8alpha,11betaH-3-oxoguai-1(10)-en-12,8-olide-7beta-diol (4), 4alpha,5betaH-guai-9,7(11)-dien-12,8-olide-1alpha,8alpha-diol (5), 4alpha,5alphaH-guai-9,7(11)-dien-12,8-olide-1alpha,8alpha-diol (6), and a new diterpenoid, 12-O-benzoylphorbol 13-nonanoate (7)
Fruit characteristics and cuticle triterpenes as related to postharvest quality of highbush blueberries.
Moggia C, et al.
Sci. Hortic., 211, 449-457 (2016)
Development and validation of High Performance Liquid Chromatographic Method for the Simultaneous Determination of ?-sitosterol and Lupeol in Veronica cinerea Linn.
Shah, Willy, M. B. Kekare, and Vikas Vaidya.
International Journal of Pharma and Bio Sciences, 1 (3), 1-5 (2010)
Hifzur Rahman Siddique et al.
Life sciences, 88(7-8), 285-293 (2010-12-02)
Since ancient times, natural products have been used as remedies to treat human diseases. Lupeol, a phytosterol and triterpene, is widely found in edible fruits, and vegetables. Extensive research over the last three decades has revealed several important pharmacological activities
Anupam Maurya et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 47(1), 152-161 (2012-06-05)
Two triterpenoids ursolic acid (1) and lupeol (2) isolated and characterized from Eucalyptus tereticornis and Gentiana kurroo were subjected to in silico QSAR modeling and docking studies and later the predicted results were confirmed through in vivo experiments. QSAR modeling

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