CAS 25990-37-8

Nimbolide

Description:

Nimbolide is a naturally occurring compound primarily derived from the seeds and leaves of the neem tree (Azadirachta indica). It belongs to the class of limonoids, which are tetracyclic triterpenoids known for their diverse biological activities. Nimbolide exhibits a range of pharmacological properties, including anti-inflammatory, antioxidant, and anticancer effects. Its mechanism of action is thought to involve the modulation of various signaling pathways, leading to the inhibition of tumor growth and promotion of apoptosis in cancer cells. Additionally, nimbolide has shown potential in treating skin disorders and possesses antimicrobial properties. The compound is characterized by its complex molecular structure, which includes multiple rings and functional groups that contribute to its biological activity. Due to its promising therapeutic potential, nimbolide has garnered interest in pharmaceutical research, although further studies are needed to fully understand its efficacy and safety in clinical applications. As with many natural products, the extraction and purification processes can significantly influence its bioactivity and stability.

Formula: C₂₇H₃₀O₇

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: C[C@]12[C@]3([C@]([C@@]4([C@](C)([C@@H]1CC(OC)=O)C=5[C@](O4)(C[C@H](C5C)C=6C=COC6)[H])[H])(OC(=O)[C@]3(C)C=CC2=O)[H])[H]

Synonyms:

• 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
• NSC 309909
• Nimbolide
• 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

Nimbolide

CAS: 25990-37-8

Lactones, nesoi

Formula: C₂₇H₃₀O₇

Color and Shape: White Off-White Powder

Molecular weight: 466.19915

Ref: 45-1463746

Nimbolide

CAS: 25990-37-8

Nimbolide, from neem, inhibits CDK4/6, NF-κB, Wnt, PI3K-Akt, MAPK, JAK-STAT pathways and induces apoptosis.

Formula: C₂₇H₃₀O₇

Purity: 95.84% - 99.4%

Color and Shape: Solid

Molecular weight: 466.52

Ref: TM-T16324

Nimbolide

CAS: 25990-37-8

Formula: C₂₇H₃₀O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 466.5229

Ref: IN-DA00C2J7

Nimbolide

CAS: 25990-37-8

Nimbolide

Purity: ≥95%

Molecular weight: 466.52g/mol

Ref: 54-BUP12839

Nimbolide

CAS: 25990-37-8

Formula: C₂₇H₃₀O₇

Molecular weight: 466.53

Ref: 4Z-N-191001

Nimbolide

CAS: 25990-37-8

Oxygen-heterocyclic compound

Formula: C₂₇H₃₀O₇

Purity: ≥ 90.0 % (HPLC)

Molecular weight: 466.52

Ref: 5G-86248

Nimbolide

CAS: 25990-37-8

A triterpenoid with anti-cancer properties

Formula: C₂₇H₃₀O₇

Purity: Min. 96 Area-%

Color and Shape: Yellow Powder

Molecular weight: 466.52 g/mol

Ref: 3D-XN164985

Nimbolide

Controlled Product

CAS: 25990-37-8

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),

Formula: C₂₇H₃₀O₇

Color and Shape: Neat

Molecular weight: 466.52

Ref: TR-N476300