Chemodex

Limonin

Product Code:
 
CDX-L0280
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
-20°C
1 / 1
Chemical Structure

Chemical Structure

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CDX-L0280-M05050 mg£59.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
7,16-Dioxo-7,16-dideoxylimondiol; Limonoic acid di-delta-lactone; Citrolimonin; Dictamnolactone; Evodin; Limonine; Obaculactone; NSC 36508
Appearance:
White to off-white powder.
CAS:
1180-71-8
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light and moisture.
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
InChiKey:
KBDSLGBFQAGHBE-MSGMIQHVSA-N
Long Description:
Chemical. CAS: 1180-71-8. Formula: C26H30O8. MW: 470.51. Synthetic. Limonin is the first described limonoid, which are naturally occurring tetranortriterpenoids that impart bitter flavor in citrus fruits. Compounds belonging to this group have reported anti-proliferative and proapoptotic activity on several cancer cell lines as well as pesticidal, anti-malarial, anti-microbial, anti-HIV, anti-inflammatory, antinociceptive and neuroprotective activity. Shown to inhibit arginase I and II and P-glycoprotein. May be used in assays as control, standard or competitor, or in studies on the physiology, metabolism and biosynthesis of limonin.
MDL:
MFCD00075922
Molecular Formula:
C26H30O8
Molecular Weight:
470.51
Package Type:
Vial
Product Description:
Limonin is the first described limonoid, which are naturally occurring tetranortriterpenoids that impart bitter flavor in citrus fruits. Compounds belonging to this group have reported anti-proliferative and proapoptotic activity on several cancer cell lines as well as pesticidal, anti-malarial, anti-microbial, anti-HIV, anti-inflammatory, antinociceptive and neuroprotective activity. Shown to inhibit arginase I and II and P-glycoprotein. May be used in assays as control, standard or competitor, or in studies on the physiology, metabolism and biosynthesis of limonin.
Purity:
>98% (HPLC)
SMILES:
O=C1[C@@]2(C)[C@@]34O[C@@H]3C(O[C@@H](C5=COC=C5)[C@]4(C)CC[C@]2([H])[C@]67[C@](C1)([H])C(C)(C)O[C@@]6([H])CC(OC7)=O)=O
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or DMF (20mg/ml).
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) V.P. Maier, et al.; ACS Symposium Series 143, 63 (1980) | (2) J.A. Klocke & I. Kubo; Ent. Exp. & Appl. 32, 299 (1982) | (3) H. Matsuda, et al.; Planta Med. 64, 339 (1998) | (4) L. Battinelli, et al.; Planta Med. 69, 910 (2003) | (5) A. Roy & S. Saraf; Biol. Pharm. Bull. 29, 191 (2006) (Review) | (6) J.S. Yoon, et al.; J. Nat. Prod. 71, 208 (2008) | (7) J.S. Yoon, et al.; Mol. Neurosci. 42, 9 (2010) | (8) M.Z. El-Readi, et al.; Eur. J. Pharmacol. 626, 139 (2010) | (9) K.N. Chidambara Murthy, et al.; J. Agric. Food Chem. 59, 2314 (2011) | (10) A. Rahman, et al.; Anticancer Agents Med. Chem. 15, 236 (2015) | (11) R. Gualdani, et al.; Molecules 21, E1530 (2016) (Review) | (12) B.H. Koo, et al.; Yonsei Med. J. 59, 366 (2018)