Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C26H30O8 |
| Molecular Weight | 470.5116 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1CC(=O)[C@]4(C)[C@@H]3CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C7=COC=C7
InChI
InChIKey=KBDSLGBFQAGHBE-MSGMIQHVSA-N
InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
| Molecular Formula | C26H30O8 |
| Molecular Weight | 470.5116 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. | 2011-12 |
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| Antiviral activity of seed extract from Citrus bergamia towards human retroviruses. | 2011-03-15 |
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| Chemical fingerprint analysis of Phellodendri Amurensis Cortex by ultra performance LC/Q-TOF-MS methods combined with chemometrics. | 2010-11 |
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| In vivo induction of phase II detoxifying enzymes, glutathione transferase and quinone reductase by citrus triterpenoids. | 2010-09-17 |
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| Limonoids from Dictamnus dasycarpus protect against glutamate-induced toxicity in primary cultured rat cortical cells. | 2010-09 |
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| Determination of bioactive compounds in Cortex Phellodendri by high-performance liquid chromatography. | 2010-07-16 |
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| Obaculactone suppresses Th1 effector cell function through down-regulation of T-bet and prolongs skin graft survival in mice. | 2010-07-15 |
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| Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata. | 2010-07 |
|
| [Everted intestinal sac method for quick finding absorption ingredients of Wuzhuyu decoction]. | 2010-06 |
|
| Effect of Liberibacter infection (huanglongbing or "greening" disease) of citrus on orange juice flavor quality by sensory evaluation. | 2010-05 |
|
| Transmission blocking activity of a standardized neem (Azadirachta indica) seed extract on the rodent malaria parasite Plasmodium berghei in its vector Anopheles stephensi. | 2010-03-02 |
|
| Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing). | 2010-03 |
|
| Effect of liberibacter infection (huanglongbing disease) of citrus on orange fruit physiology and fruit/fruit juice quality: chemical and physical analyses. | 2010-01-27 |
|
| Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. | 2010-01-25 |
|
| Bioactive compounds from Mexican lime ( Citrus aurantifolia ) juice induce apoptosis in human pancreatic cells. | 2009-11-25 |
|
| Limonin methoxylation influences the induction of glutathione S-transferase and quinone reductase. | 2009-06-24 |
|
| [Studies on chemical constituents of Evodia rutaecarpa]. | 2009-01 |
|
| Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1. | 2008-12-14 |
|
| Quality evaluation of Evodia rutaecarpa (Juss.) Benth by high performance liquid chromatography with photodiode-array detection. | 2008-12-01 |
|
| Influence of electron-beam irradiation on bioactive compounds in grapefruits ( Citrus paradisi Macf.). | 2008-11-26 |
|
| [Studies on ethyl acetate soluble constituents of Huanglian Jiedutang]. | 2008-09 |
|
| Isolation and identification of the first C-17 limonin epimer, epilimonin. | 2008-07-23 |
|
| Antiosteoporotic chemical constituents from Er-Xian Decoction, a traditional Chinese herbal formula. | 2008-07-23 |
|
| Simultaneous extraction of bioactive limonoid aglycones and glucoside from Citrus aurantium L. using hydrotropy. | 2008-06-07 |
|
| Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae). | 2008-06 |
|
| [Mass spectrometric analysis of quinazoline alkaloid and limonin from Fructus Evodiae]. | 2008-05 |
|
| Neuroprotective limonoids of root bark of Dictamnus dasycarpus. | 2008-02 |
|
| Flavonoid glycosides and limonoids from Citrus molasses. | 2008-01 |
|
| Molecular analysis of post-harvest withering in grape by AFLP transcriptional profiling. | 2008 |
|
| Citrus genomics. | 2008 |
|
| Colorimetric method for the estimation of total limonoid aglycones and glucoside contents in citrus juices. | 2007-06-27 |
|
| A New coumarin from Citrus paradisi Macf. | 2007-06-25 |
|
| Red Mexican grapefruit: a novel source for bioactive limonoids and their antioxidant activity. | 2007-06-05 |
|
| Simultaneous determination of citrus limonoid aglycones and glucosides by high performance liquid chromatography. | 2007-05-08 |
|
| The debittering of navel orange juice using polymeric films. | 2007-05 |
|
| Modulation of P-glycoprotein activity by acridones and coumarins from Citrus sinensis. | 2007-04 |
|
| Isolation of limonoids and alkaloids from Phellodendron amurense and their multidrug resistance (MDR) reversal activity. | 2007-01 |
|
| A new limonoid from the fruits of Evodia rutaecarpa (Juss.) Benth. | 2006-12 |
|
| Evidence of indigenous NAH plasmid of naphthalene degrading Pseudomonas putida PpG7 strain implicated in limonin degradation. | 2006-10 |
|
| Supercritical fluid extraction of limonoid glucosides from grapefruit molasses. | 2006-08-09 |
|
| Suppression of colon carcinogenesis by bioactive compounds in grapefruit. | 2006-06 |
|
| Evaluation of the antioxidant capacity of limonin, nomilin, and limonin glucoside. | 2006-05-31 |
|
| [Qualitative and quantitative determination of the main components of huanglianjiedu decoction by HPLC-UV/MS]. | 2006-04 |
|
| [Determination of bitter components in citrus juice by high performance liquid chromatography]. | 2006-03 |
|
| Limonoids: overview of significant bioactive triterpenes distributed in plants kingdom. | 2006-02 |
|
| Gender differences in limonin pharmacokinetics in rats. | 2006-01-27 |
|
| Antiproliferative effects of citrus limonoids against human neuroblastoma and colonic adenocarcinoma cells. | 2006 |
|
| The effect of Kampo formulae on bone resorption in vitro and in vivo. I. Active constituents of Tsu-kan-gan. | 1998-12 |
|
| Effects of environmentally encountered epoxides on mouse liver epoxide-metabolizing enzymes. | 1991-06-01 |
|
| Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991-01-01 |
Patents
Sample Use Guides
Viability of SW480 colon cancer cells after treatment with limonoids was measured by the MTT method. Approximately 10*10^3 cells/well were plated into a 96-well. After 24 h of growth, media was replaced along with compounds at concentrations ranging from 6.25 to 100 uM. After 24, 48, and 72 h, MTT solutionwas added to each well and incubated at 37 C for 2 h.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:03:13 GMT 2025
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on
Mon Mar 31 23:03:13 GMT 2025
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| Record UNII |
L0F260866S
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| Record Status |
Validated (UNII)
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| Record Version |
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179651
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DTXSID8045985
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m6817
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L0F260866S
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16226
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1180-71-8
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Limonin
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