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Limonin - ≥90% (HPLC),from citrus seeds, high purity , CAS No.1180-71-8

2 Citations

≥90%(HPLC)
from citrus seeds

CAS#: 1180-71-8
Formula: C₂₆H₃₀O₈
Molecular Weight: 470.51
PubChem CID: 179651

Item Number

L431522

Grouped product items
SKU	Size	Availability	Price
L431522-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$214.90
L431522-25mg	25mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$666.90
L431522-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$1,333.90

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Anti-infection HIV Medicinal ingredients Plant chemical components

Basic Description

Synonyms	Limonine \| Limonoic acid 3,19:16,17 dilactone \| Evodin \| Obaculactone \| Limonoic acid, di-delta-lactone \| Dictamnolactone \| Limoni \| Citrolimonin \| 7,16-Dioxo-7,16-dideoxylimondiol
Specifications & Purity	≥90%(HPLC), from citrus seeds
Biochemical and Physiological Mechanisms	Limonin exerts its anti-inflammatory activity by downregulating signal transducer and activator of transcription 3/ microRNA-214 (STAT3/miR-214) signaling pathway in Ulcerative colitis (UC) condition. It is an anti-carcinogenic agent, involved in the down
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Product Description	Limonin also known as citrolimonin and evodin, is a secondary plant metabolite present in citrus seeds at high concentrations. It is a derivative of limonoids. Limonin may be used in assays to quantify limonin in citrus products. It may also be used in other assays as a control, standard, or competitor or in studies on the physiology, metabolism, and biosynthesis of limonin. Application Limonin has been used: to treat human peripheral blood mononuclear cells (PBMCs) to test its effect on human immunodeficiency virus (HIV) replication to test its effects as an anti-osteoporosis agent in osteoblastogenesis activity in MC3T3-E1 cells and ovariectomized (OVX) rat model as a reference standard in high-performance liquid chromatography (HPLC) system

Associated Targets(Human)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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MCF7 (126967 Activities)

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MDA-MB-435 (38290 Activities)

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PBMC (10003 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

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Abcb1b P-glycoprotein 1 (174 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Plasmodium falciparum (966862 Activities)

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Spodoptera frugiperda (784 Activities)

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Mus musculus (284745 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Human T-cell leukemia virus type I (114 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Puccinia arachidis (18 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione
INCHI	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
InChi Key	KBDSLGBFQAGHBE-MSGMIQHVSA-N
Canonical SMILES	CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
Isomeric SMILES	C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
WGK Germany	3
PubChem CID	179651
Molecular Weight	470.51

Certificates

Certificate of Analysis(COA)

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6 results found

Lot Number	Certificate Type	Date	Item
H2423268	Certificate of Analysis	May 11, 2024	L431522
H2423269	Certificate of Analysis	May 11, 2024	L431522
H2423270	Certificate of Analysis	May 11, 2024	L431522
H2423271	Certificate of Analysis	May 11, 2024	L431522
H2423272	Certificate of Analysis	May 11, 2024	L431522
H2423273	Certificate of Analysis	May 11, 2024	L431522

Chemical and Physical Properties

Sensitivity	Heat sensitive
Specific Rotation[α]	-117° (C=1,Acetone)
Melt Point(°C)	271-272°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation
Precautionary Statements	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P264:Wash hands [and …] thoroughly after handling. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help.
WGK Germany	3
Merck Index	5494

Alternative Products

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang. (2023) Municipal green waste promotes iron release from steelmaking slag in water. RESOURCES CONSERVATION AND RECYCLING, 188 (106722). [PMID:] [10.1016/j.resconrec.2022.106722]
2. Xiao Tu, Chenxi Duan, Siwei Wu, Shengli Fu, Jianmin Ye. (2021) Identification of plumbagin as an effective chemotherapeutic agent for treatment of Gyrodactylus infections. AQUACULTURE, 535 (736372). [PMID:] [10.1016/j.aquaculture.2021.736372]

References

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2. Qiong-Feng Liao,Zhi-Yong Xie,Lei Zhang,Ya-Ting Deng,Chun Li,Cun-Fang Wei,Yuan Yao. (2008-10-02) [Mass spectrometric analysis of quinazoline alkaloid and limonin from Fructus Evodiae].. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 31 ((5)): (673-676). [PMID:18826141]
3. Yang Zhao,Zhangwan Li,Xin Zhou,Zongwei Cai,Xiaojian Gong,Chanyuan Zhou. (2008-10-22) Quality evaluation of Evodia rutaecarpa (Juss.) Benth by high performance liquid chromatography with photodiode-array detection.. Journal of pharmaceutical and biomedical analysis, 48 ((4)): (1230-1236). [PMID:18930617]
4. Zhao-Tang Ma,Xiu-Wei Yang. (2009-01-24) [Studies on ethyl acetate soluble constituents of Huanglian Jiedutang].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 33 ((18)): (2080-2086). [PMID:19160789]
5. Jose Luis Perez,G K Jayaprakasha,Violeta Valdivia,Diana Munoz,Deepak V Dandekar,Hassan Ahmad,Bhimanagouda S Patil. (2009-06-02) Limonin methoxylation influences the induction of glutathione S-transferase and quinone reductase.. Journal of agricultural and food chemistry, 57 ((12)): (5279-5286). [PMID:19480426]
6. Mahmoud Zaki El-Readi,Dalia Hamdan,Nawal Farrag,Assem El-Shazly,Michael Wink. (2009-09-29) Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines.. European journal of pharmacology, 626 ((2-3)): (139-145). [PMID:19782062]
7. Fangyuan Gong,Yan Shen,Qi Zhang,Yang Sun,Jiayu Tang,Feifei Tao,Qiang Xu. (2010-04-07) Obaculactone suppresses Th1 effector cell function through down-regulation of T-bet and prolongs skin graft survival in mice.. Biochemical pharmacology, 80 ((2)): (218-225). [PMID:20361943]
8. Lilibeth Dagulo,Michelle D Danyluk,Timothy M Spann,M Filomena Valim,Renée Goodrich-Schneider,Charles Sims,Russell Rouseff. (2010-05-25) Chemical characterization of orange juice from trees infected with citrus greening (Huanglongbing).. Journal of food science, 75 ((2)): (C199-C207). [PMID:20492226]
9. Kotamballi N Chidambara Murthy,G K Jayaprakasha,Vinod Kumar,Keerti S Rathore,Bhimanagouda S Patil. (2011-02-23) Citrus limonin and its glucoside inhibit colon adenocarcinoma cell proliferation through apoptosis.. Journal of agricultural and food chemistry, 59 ((6)): (2314-2323). [PMID:21338095]
10. Meenakshi Malik,Abhijit Ganguli,Moushumi Ghosh. (2011-07-08) Enhancement of bioconversion efficiency of limonin by Pseudmonas putida G7.. International journal of food sciences and nutrition, 63 ((1)): (59-65). [PMID:21732728]
11. Raju Lal Bhardwaj,Shruti Pandey. (2011-09-21) Juice blends--a way of utilization of under-utilized fruits, vegetables, and spices: a review.. Critical reviews in food science and nutrition, 51 ((6)): (563-570). [PMID:21929332]
12. Xiu-Yun Zhang,Xue Ke,Ling He,Ji-Lai Tian. (2012-04-19) [Transport of limonin in rat intestine in situ and Caco-2 cells in vitro].. Yao xue xue bao = Acta pharmaceutica Sinica, 47 ((2)): (229-232). [PMID:22512036]
13. Siva Somasundaram,Janet Price,Karen Pearce,Ryan Shuck,G K Jayaprakasha,Bhimanagouda Patil. (2012-08-22) Citrus limonin lacks the antichemotherapeutic effect in human models of breast cancer.. Journal of nutrigenetics and nutrigenomics, 5 ((2)): (106-114). [PMID:22907263]
14. Ram M Uckoo,Guddadarangavvanahally K Jayaprakasha,V M Balasubramaniam,Bhimanagouda S Patil. (2012-09-11) Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques.. Journal of food science, 77 ((9)): (C921-C926). [PMID:22957912]
15. Shi-jia Liu,Ling Zhou,Jun Zhang,Bo-yang Yu,Chang-yin Li,Zi-xiu Liu,Wen-zheng Ju. (2012-09-29) Determination of limonin in dog plasma by liquid chromatography-tandem mass spectrometry and its application to a pharmacokinetic study.. Biomedical chromatography : BMC, 27 ((4)): (515-519). [PMID:23018841]
16. Cuihua Liu,Fuhua Yan,Huijun Gao,Min He,Zhuang Wang,Yunjiang Cheng,Xiuxin Deng,Juan Xu. (2014-04-12) Features of citrus terpenoid production as revealed by carotenoid, limonoid and aroma profiles of two pummelos (Citrus maxima) with different flesh color.. Journal of the science of food and agriculture, 95 ((1)): (111-119). [PMID:24723118]
17. Feng-Quan Tan,Hong Tu,Wu-Jun Liang,Jian-Mei Long,Xiao-Meng Wu,Hong-Yan Zhang,Wen-Wu Guo. (2015-04-08) Comparative metabolic and transcriptional analysis of a doubled diploid and its diploid citrus rootstock (C. junos cv. Ziyang xiangcheng) suggests its potential value for stress resistance improvement.. BMC plant biology, 15 (89-89). [PMID:25848687]
18. John E Hayes,Emma L Feeney,Alissa A Nolden,John E McGeary. (2015-05-31) Quinine Bitterness and Grapefruit Liking Associate with Allelic Variants in TAS2R31.. Chemical senses, 40 ((6)): (437-443). [PMID:26024668]
19. Priyanka R Chaudhary,G K Jayaprakasha,Bhimanagouda S Patil. (2015-06-05) Ethylene degreening modulates health promoting phytochemicals in Rio Red grapefruit.. Food chemistry, 188 (77-83). [PMID:26041167]
20. Taijun Yin,Guanyi Yang,Yong Ma,Beibei Xu,Ming Hu,Ming You,Song Gao. (2015-06-24) Developing an activity and absorption-based quality control platform for Chinese traditional medicine: Application to Zeng-Sheng-Ping(Antitumor B).. Journal of ethnopharmacology, 172 (195-201). [PMID:26099633]
21. Shijia Liu,Shufang Zhang,Xiangyu Lv,Jiawei Lu,Cong Ren,Zhiqin Zeng,Lufeng Zheng,Xianke Zhou,Haiyan Fu,Dong Zhou,Yugen Chen. (2019-08-06) Limonin ameliorates ulcerative colitis by regulating STAT3/miR-214 signaling pathway.. International immunopharmacology, 75 (105768-105768). [PMID:31382166]
22. Shunming Fan,Chunling Zhang,Ting Luo,Jiaqi Wang,Yu Tang,Zhimin Chen,Lingying Yu. (2019-10-17) Limonin: A Review of Its Pharmacology, Toxicity, and Pharmacokinetics.. Molecules (Basel, Switzerland), 24 ((20)): [PMID:31614806]
23. Lucia Battinelli,Fabio Mengoni,Miriam Lichtner,Gabriela Mazzanti,Antonina Saija,Claudio Maria Mastroianni,Vincenzo Vullo. (2003-12-04) Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells.. Planta medica, 69 ((10)): (910-913). [PMID:14648393]
24. Deepak V Dandekar,Guddadarangavvanahally K Jayaprakasha,Bhimanagouda S Patil. (2008-06-07) Simultaneous extraction of bioactive limonoid aglycones and glucoside from Citrus aurantium L. using hydrotropy.. Zeitschrift fur Naturforschung. C, Journal of biosciences, 63 ((3-4)): (176-180). [PMID:18533458]
25. Andrew P Breksa,Klaus Dragull,Rosalind Y Wong. (2008-06-21) Isolation and identification of the first C-17 limonin epimer, epilimonin.. Journal of agricultural and food chemistry, 56 ((14)): (5595-5598). [PMID:18564847]
26. Wooki Kim,Yang-Yi Fan,Roger Smith,Bhimanagouda Patil,Guddadarangavvanahally K Jayaprakasha,David N McMurray,Robert S Chapkin. (2009-03-27) Dietary curcumin and limonin suppress CD4+ T-cell proliferation and interleukin-2 production in mice.. The Journal of nutrition, 139 ((5)): (1042-1048). [PMID:19321585]
27. Juanjuan Zhao,Xiao Han,Xu Zhao,Chao Wang,Qing Li,Xiaohui Chen,Kaishun Bi. (2011-05-17) A sensitive liquid chromatographic-mass spectrometric method for simultaneous determination of dehydroevodiamine and limonin from Evodia rutaecarpa in rat plasma.. Analytical and bioanalytical chemistry, 401 ((1)): (289-296). [PMID:21573727]
28. Yong-Long Han,Hong-Liang Yu,Dan Li,Xiang-Le Meng,Zhi-Yong Zhou,Qi Yu,Xiao-You Zhang,Fu-Jing Wang,Cheng Guo. (2011-10-18) Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro.. Toxicology in vitro : an international journal published in association with BIBRA, 25 ((8)): (1828-1833). [PMID:22001672]
29. Shijia Liu,Jun Zhang,Ling Zhou,Boyang Yu,Changyin Li,Zixiu Liu,Wenzheng Ju. (2012-09-25) Quantification of limonin in human urine using solid-phase extraction by LC-MS/MS.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 907 (163-167). [PMID:22999474]
30. Pei Wang,Jianbo Sun,Enze Gao,Yunli Zhao,Wei Qu,Zhiguo Yu. (2013-04-25) Simultaneous determination of limonin, dictamnine, obacunone and fraxinellone in rat plasma by a validated UHPLC-MS/MS and its application to a pharmacokinetic study after oral administration of Cortex Dictamni extract.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 928 (44-51). [PMID:23611843]
31. K Langeswaran,S Gowthamkumar,S Vijayaprakash,R Revathy,M P Balasubramanian. (2013-05-02) Influence of limonin on Wnt signalling molecule in HepG2 cell lines.. Journal of natural science, biology, and medicine, 4 ((1)): (126-133). [PMID:23633848]
32. Satomi Shimizu,Shingo Miyamoto,Gen Fujii,Ruri Nakanishi,Wakana Onuma,Yoshihiko Ozaki,Kyoko Fujimoto,Tomohiro Yano,Michihiro Mutoh. (2015-08-04) Suppression of intestinal carcinogenesis in Apc-mutant mice by limonin.. Journal of clinical biochemistry and nutrition, 57 ((1)): (39-43). [PMID:26236099]
33. Apimook Kunchitwaranont,Naphaporn Chiewchan,Sakamon Devahastin. (2019-11-27) Use and Understanding of the Role of Spontaneously Formed Nanocellulosic Fiber from Lime (Citrus aurantifolia Swingle) Residues to Improve Stability of Sterilized Coconut Milk.. Journal of food science, 84 ((12)): (3674-3681). [PMID:31769512]
34. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang. (2023) Municipal green waste promotes iron release from steelmaking slag in water. RESOURCES CONSERVATION AND RECYCLING, 188 (106722). [PMID:] [10.1016/j.resconrec.2022.106722]
35. Xiao Tu, Chenxi Duan, Siwei Wu, Shengli Fu, Jianmin Ye. (2021) Identification of plumbagin as an effective chemotherapeutic agent for treatment of Gyrodactylus infections. AQUACULTURE, 535 (736372). [PMID:] [10.1016/j.aquaculture.2021.736372]

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Limonin - ≥90% (HPLC),from citrus seeds, high purity , CAS No.1180-71-8

Basic Description

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Alternative Products

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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