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

  • ≥90%(HPLC)
  • from citrus seeds
Item Number
L431522
Grouped product items
SKUSizeAvailabilityPrice Qty
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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Medicinal ingredients Plant chemical components

Basic Description

SynonymsLimonin|1180-71-8|Dictamnolactone|Obaculactone|Citrolimonin|Evodin|Limonine|7,16-Dioxo-7,16-dideoxylimondiol|Limoni|Limonoic acid 3,19:16,17 dilactone|Limonoic acid, di-delta-lactone|limonoic acid 3,19:16,17-dilactone|Evodia fruit|Limonoate D-ring-lactone
Specifications & Purity≥90%(HPLC), from citrus seeds
Biochemical and Physiological MechanismsLimonin 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 TempStore at 2-8°C
Shipped InWet 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

CYP3A4 Tclin Cytochrome P450 3A4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ABCB1 Tchem Multidrug resistance protein 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TYR Tclin Tyrosinase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HTR1A Tclin 5-hydroxytryptamine receptor 1A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

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)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

6 results found

Lot NumberCertificate TypeDateItem
H2423268Certificate of AnalysisMay 11, 2024 L431522
H2423269Certificate of AnalysisMay 11, 2024 L431522
H2423270Certificate of AnalysisMay 11, 2024 L431522
H2423271Certificate of AnalysisMay 11, 2024 L431522
H2423272Certificate of AnalysisMay 11, 2024 L431522
H2423273Certificate of AnalysisMay 11, 2024 L431522

Chemical and Physical Properties

SensitivityHeat 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

Related Documents

 SDS

 Specification Sheet

Alternative Products

  1. Limonin glucoside - ≥95%, used for , CAS No. 123564-61-4, by Aladdin Scientific
    Limonin glucoside

    Starting at $156.90

References

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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]
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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]

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