Nimbolide

CAS: 25990-37-8

Ref. TR-N476300

Product Information

• Name: Nimbolide
• Synonyms: (4a,5a,6a,7a,15ß,17a)-7,15:21,23-Diepoxy-6-hydroxy-4,8-dimethyl-1-oxo-18,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic ?cid ?-lactone Methyl Ester, NSC 309909, 18,24-Dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid, 7,15:21,23-diepoxy-6-hydroxy-4,8-dimethyl-1-oxo-, γ-lactone, methyl ester, (4α,5α,6α,7α,15β,17α)-, 2H,5H-Cyclopenta[d′]naphtho[1,8-bc:2,3-b′]difuran, 18,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid deriv., 2H,5H-Cyclopenta[d′]naphtho[1,8-bc:2,3-b′]difuran-6-acetic acid, 8-(3-furanyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-, methyl ester, (2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-, 2H,5H-Cyclopenta[d′]naphtho[1,8-bc:2,3-b′]difuran-6-acetic acid, 8α-(3-furyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-, methyl ester, 2H,5H-cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-6-acetic acid, 8-(3-furanyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-, methyl ester, (2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-, Methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(3-furyl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[b]furo[2',3',4':4,5]naphtho[2,3-d]furan-6-yl]acetate, methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(furan-3-yl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-6-yl]acetate

Description

Applications Nimbolide, a natural triterpenoid present in the edible parts of the neem tree (Azadirachta indica), was found to be growth-inhibitory in human colon carcinoma HT-29 cells. Nimbolide treatment of cells at 2.5 - 10 μM resulted in moderate to very strong growth inhibition.
References Khalid, S., et al.: J. Nat. Prod., 52, 922 (1989), Cohen, E., et al.: J. Life Sci., 58, 1075 (1996), Moragoda, L., et al.: Anticancer Res., 21, 873 (2001), Chang, K., et al.: Biochem. Pharmacol., 67, 717 (2004), Parsels, L., et al.: Cancer Res., 64, 6588 (2004),

• Brand: TRC

Chemical properties

• Molecular weight: 466.52
• Formula: C₂₇H₃₀O₇
• Color/Form: Neat
• InChI: InChI=1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3/t15-,16-,17-,21-,22+,23-,25-,26+,27-/m1/s1
• InChI key: InChIKey=JZIQWNPPBKFOPT-LSYMHUITSA-N
• SMILES: COC(=O)C[C@H]1[C@]2(C)C3=C(C)[C@H](c4ccoc4)C[C@H]3O[C@@H]2[C@@H]2OC(=O)[C@]3(C)C=CC(=O)[C@@]1(C)[C@@H]23