Limonin

SIGMA/L9647 - from citrus seeds, >90% (HPLC)

Synonym: Citrolimonin; Dictamnolactone; Evodin; Limonoic acid 3,19:16,17 dilactone; Obaculactone

CAS Number: 1180-71-8
Empirical Formula (Hill Notation): C₂₆H₃₀O₈
Molecular Weight: 470.51
MDL Number: MFCD00075922
Linear Formula: C₂₆H₃₀O₈
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-L9647-5MG	5 mg	$315.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

application(s)	metabolomics vitamins, nutraceuticals, and natural products
assay	>90% (HPLC)
biological source	citrus seeds
form	powder
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
Quality Level	200
SMILES string	CC1(C)O[C@H]2CC(=O)OC[C@]23[C@H]4CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]56[C@]4(C)C(=O)C[C@@H]13)c7ccoc7
storage temp.	2-8°C

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
Biochem/physiol Actions:	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-regulation Wingless-related integration site (Wnt) signaling pathway component in in vitro studies.
Biochem/physiol Actions:	Limonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. It has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. It also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity.
General 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.
General description:	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.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	>90% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352205

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