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
[H][C@@]12CC(=O)[C@]3(C)[C@]([H])(CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)C6=COC=C6)[C@]17COC(=O)C[C@@H]7OC2(C)C
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
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991 Jan-Feb |
|
| The effect of Kampo formulae on bone resorption in vitro and in vivo. I. Active constituents of Tsu-kan-gan. | 1998 Dec |
|
| Effect of compound sequence on bitterness enhancement. | 2001 May |
|
| Constituents of the fruits and leaves of Euodia daniellii. | 2002 Dec |
|
| Citrus limonoids and their semisynthetic derivatives as antifeedant agents against Spodoptera frugiperda larvae. A structure-activity relationship study. | 2002 Nov 6 |
|
| [Studies on chemical constituents in the peels of Citrus changshan-huyou (I)]. | 2003 Mar |
|
| Limonoids from Citrus reticulata. | 2003 Mar-Apr |
|
| Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells. | 2003 Oct |
|
| Mass spectrometry and tandem mass spectrometry of citrus limonoids. | 2003 Oct 15 |
|
| [Studies on the chemical constituents of Evodia rutaecarpa (Juss.) Benth]. | 2004 Aug |
|
| Gender differences in limonin pharmacokinetics in rats. | 2005 Oct-Dec |
|
| A new limonoid from the fruits of Evodia rutaecarpa (Juss.) Benth. | 2006 Dec |
|
| Suppression of colon carcinogenesis by bioactive compounds in grapefruit. | 2006 Jun |
|
| [Determination of bitter components in citrus juice by high performance liquid chromatography]. | 2006 Mar |
|
| Evaluation of the antioxidant capacity of limonin, nomilin, and limonin glucoside. | 2006 May 31 |
|
| Colorimetric method for the estimation of total limonoid aglycones and glucoside contents in citrus juices. | 2007 Jun 27 |
|
| The debittering of navel orange juice using polymeric films. | 2007 May |
|
| Molecular analysis of post-harvest withering in grape by AFLP transcriptional profiling. | 2008 |
|
| Citrus genomics. | 2008 |
|
| Quality evaluation of Evodia rutaecarpa (Juss.) Benth by high performance liquid chromatography with photodiode-array detection. | 2008 Dec 1 |
|
| Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1. | 2008 Dec 14 |
|
| Neuroprotective limonoids of root bark of Dictamnus dasycarpus. | 2008 Feb |
|
| Flavonoid glycosides and limonoids from Citrus molasses. | 2008 Jan |
|
| Isolation and identification of the first C-17 limonin epimer, epilimonin. | 2008 Jul 23 |
|
| Antiosteoporotic chemical constituents from Er-Xian Decoction, a traditional Chinese herbal formula. | 2008 Jul 23 |
|
| A New coumarin from Citrus paradisi Macf. | 2008 Jul-Aug |
|
| Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae). | 2008 Jun |
|
| Simultaneous extraction of bioactive limonoid aglycones and glucoside from Citrus aurantium L. using hydrotropy. | 2008 Mar-Apr |
|
| [Mass spectrometric analysis of quinazoline alkaloid and limonin from Fructus Evodiae]. | 2008 May |
|
| Influence of electron-beam irradiation on bioactive compounds in grapefruits ( Citrus paradisi Macf.). | 2008 Nov 26 |
|
| [Studies on ethyl acetate soluble constituents of Huanglian Jiedutang]. | 2008 Sep |
|
| [Studies on chemical constituents of Evodia rutaecarpa]. | 2009 Jan |
|
| Limonin methoxylation influences the induction of glutathione S-transferase and quinone reductase. | 2009 Jun 24 |
|
| Bioactive compounds from Mexican lime ( Citrus aurantifolia ) juice induce apoptosis in human pancreatic cells. | 2009 Nov 25 |
|
| Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. | 2010 Jan 25 |
|
| Effect of liberibacter infection (huanglongbing disease) of citrus on orange fruit physiology and fruit/fruit juice quality: chemical and physical analyses. | 2010 Jan 27 |
|
| Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata. | 2010 Jul |
|
| Obaculactone suppresses Th1 effector cell function through down-regulation of T-bet and prolongs skin graft survival in mice. | 2010 Jul 15 |
|
| [Everted intestinal sac method for quick finding absorption ingredients of Wuzhuyu decoction]. | 2010 Jun |
|
| Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing). | 2010 Mar |
|
| Transmission blocking activity of a standardized neem (Azadirachta indica) seed extract on the rodent malaria parasite Plasmodium berghei in its vector Anopheles stephensi. | 2010 Mar 2 |
|
| Effect of Liberibacter infection (huanglongbing or "greening" disease) of citrus on orange juice flavor quality by sensory evaluation. | 2010 May |
|
| Determination of bioactive compounds in Cortex Phellodendri by high-performance liquid chromatography. | 2010 May-Jun |
|
| Chemical fingerprint analysis of Phellodendri Amurensis Cortex by ultra performance LC/Q-TOF-MS methods combined with chemometrics. | 2010 Nov |
|
| Limonoids from Dictamnus dasycarpus protect against glutamate-induced toxicity in primary cultured rat cortical cells. | 2010 Sep |
|
| In vivo induction of phase II detoxifying enzymes, glutathione transferase and quinone reductase by citrus triterpenoids. | 2010 Sep 17 |
|
| Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. | 2011 Dec |
|
| Antiviral activity of seed extract from Citrus bergamia towards human retroviruses. | 2011 Mar 15 |
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.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
36508
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
179651
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
DTXSID8045985
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
m6817
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | Merck Index | ||
|
L0F260866S
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
16226
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
1180-71-8
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY | |||
|
Limonin
Created by
admin on Sat Dec 16 10:07:20 GMT 2023 , Edited by admin on Sat Dec 16 10:07:20 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
