Nimbin

• CAS: 5945-86-8
• Catalog Number: ACM5945868-1
• Category: Inhibitors
• Molecular Weight: 540.61
• Molecular Formula: C30H36O9
• Description: Nimbin is a intermediate limonoid isolated from Azadirachta. Nimbin prevents tau aggregation and increases cell viability. Nimbin is effective inhibits the envelope protein of dengue virus. Nimbin has anti-inflammatory, antipyretic, antifungal, antihistamine, antiseptic, antioxidant, anti-cancer and anti-viral properties. Nimbin can across blood-brain barrier.
• Synonyms: NIMBIN;NIMBINH;(17α)-6α-Acetoxy-7α,15β:21,23-diepoxy-4β,8-dimethyl-1-oxo-18,24-dinor-11,12-seco-5α-chola-2,13,20,22-tetrene-4α,11-dicarboxylic acid dimethyl ester;18,24-Dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid, 6-(acetyloxy)-7,15:21,23-diepoxy-4,8-dimethyl-1-oxo-, dimethyl ester, (4alpha,5alpha,6alpha,7alpha,15beta,17alpha)-;2H-Cyclopenta(B)naphtho(2,3-D)furan-10-acetic acid, 5-(acetyloxy)-2-(3-furanyl)-3,3A,4A,5,5A,6,9,9A,10,10A-decahydro-6-(methoxycarbonyl)-1,6,9A,10A-tetamethyl-9-oxo-, methyl ester, (2R,3ar,4as,5R,5ar,6R,9ar,10S,10ar)-;Nimbin ,95%;(4α,5α,6α,7α,15β,17α)-6-(Acetyloxy)-7,15:21,23-Diepoxy-4,8-diMethyl-1-oxo- 18,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic Acid DiMethyl Ester;5-(Acetyloxy)-2-(3-furanyl)-3,3a,4a,5,5a,6,9,9a,10,10a-; decahydro-6-(Methoxycarbonyl)-1,6,9a,10a-tetraMethyl-9-oxo-2H-cyclopenta[b]naphtho[2,3-d]furan-10-acetic Acid
• IUPAC Name: nimbin
• SMILES: CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(C4OC(=O)C)C(C=CC5=O)(C)C(=O)OC)C)CC(=O)OC)C
• InChI: InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1
• InChI Key: NHOIBRJOQAYBJT-IMGVWCFESA-N
• Boiling Point: 606.1ºC at 760 mmHg
• Melting Point: 197-199°C (dec.)
• Flash Point: 320.4ºC
• Density: 1.27g/cm³
• Appearance: Powder
• Storage: Please store the product under the recommended conditions in the Certificate of Analysis.
• EC Number: 611-830-3
• Exact Mass: 540.23600
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: Plantsother families

Case Study

Nimbin: Protective Effects against Isoproterenol-Induced Cardiac Injury in Rats

Wang, Yang, et al. Physiological Research 74.5 (2025): 743-753.

Isoproterenol (ISO) administration at high doses is an established experimental model of myocardial injury. Nimbin has been reported to display anti-inflammatory, antioxidant, antimicrobial and hepatoprotective actions. Thus this study evaluated whether nimbin can protect cardiac tissue from ISO-induced biochemical and molecular changes using a rat model.
Key Results:
· Cardiac injury markers: ISO administration produced marked increases in serum CK, CK-MB, cTnT, cTnI and LDH. Pretreatment with nimbin restored these cardiac indicators to baseline levels relative to ISO-treated animals.
· Mitochondrial TCA and respiratory enzymes: ISO reduced activities of mitochondrial enzymes (ICDH, α-KGDH, SDH, MDH) compared with control hearts. Nimbin pretreatment significantly increased the activities of these enzymes relative to the ISO group, indicating improved mitochondrial oxidative metabolism.
· Lysosomal enzyme activities: Nimbin pretreatment produced a significant reduction in the activities of the acid hydrolases (β-glucosidase, α- and β-galactosidase, β-glucuronidase, and in cathepsins B and D) compared with ISO alone, implying mitigation of lysosomal dysfunction.
· Apoptotic signaling: Nimbin administration upregulated Bcl-2 and attenuated the ISO-induced increases in Bax, cytochrome c, caspase-9 and caspase-3 at the gene-expression level.
· Western-blot analyses supported these findings: nimbin treatment reduced pro-apoptotic protein expression and favored restoration of the anti-apoptotic Bcl-2 signal relative to ISO-treated rats.

Nimbin (from Azadirachta indica bark extract): Inhibition of β-Coronavirus Infection and Replication

Sarkar, Lucky, et al. Virology 569 (2022): 13-28.

Traditional neem preparations contain a range of triterpenoids that have previously been attributed antimicrobial and anti-inflammatory effects. The study explored whether neem bark extract (NBE) and its Nimbin-class components can interfere with coronavirus entry, replication, and the downstream tissue pathology that follows infection.
Bioactive Component Identification: Electrospray Ionization Liquid Chromatography High-Resolution Mass Spectrometry (ESI-LC-HRMS) analysis of DCM.F1 identified 21 molecules. The three most abundant compounds were identified as 4-Epinimbin/Nimbin, Nimbocetin, and Nimbidic acid. Quantitative analysis revealed that Nimbin/4-Epinimbin isomers constituted approximately 50% of the total molecular composition in the DCM.F1 fraction.
Antiviral Activity: (1) NBE reduces SARS-CoV-2 and murine β-coronavirus (m-CoV-MHV-A59/RSA59) replication in cell-based assays and lowers viral gene expression (Envelope, Nucleocapsid); (2) intranasal and oral administration of NBE in mice limits viral spread and associated inflammation in brain, spinal cord and liver; (3) an NBE fraction enriched in Nimbin isomers (DCM.F1) markedly inhibits viral-induced syncytia and reduces infectious virus titers in Neuro-2A cells; (4) chemical profiling and molecular docking identify Nimbin/4-Epinimbin as dominant components of the active fraction and as plausible molecular ligands for viral targets (Spike and RdRp).

Evaluation of the Anti-Osteosarcoma Potential of Nimbin and Its Analog Nimbic Acid

Sudhakaran, Gokul, et al. Molecular Biology Reports 50.9 (2023): 7357-7369.

Osteosarcoma is an aggressive bone cancer where novel therapeutic agents with high efficacy and low toxicity to normal cells are critically needed. This study investigated the anticancer potential of Nimbin (N1), a bioactive triterpenoid from Azadirachta indica (neem), and its semi-synthetic analog Nimbic acid (N3). The primary objective was to evaluate their selective cytotoxicity, anti-migratory effects, and underlying mechanisms of action against human MG-63 osteosarcoma cells.
Key Findings:
A crucial finding was the selective action of both compounds. N1 (Nimbin) and N3 (Nimbic acid) showed no significant toxicity to normal L6 myotube cells but exhibited clear cytotoxic activity against MG-63 osteosarcoma cells. This indicates a favorable safety profile and a therapeutic window targeting cancerous cells.
Both compounds acted as active inhibitors of MG-63 cell proliferation. Furthermore, the scratch assay demonstrated that treatment with N1 and N3 significantly suppressed the migration of MG-63 cells, suggesting potential utility in inhibiting the metastatic spread of osteosarcoma.
Rhodamine-123 staining showed loss of mitochondrial membrane potential in treated MG-63 cells, consistent with mitochondrial dysfunction. AO/EtBr and Hoechst staining demonstrated nuclear condensation and membrane changes indicative of apoptosis in treated cancer cells. Flow cytometry with PI staining revealed accumulation of cells in G0/G1 phase, indicating arrest/quiescence rather than progression through S/G2. Both N1 and N3 upregulated and activated caspase-9 and caspase-3, consistent with initiation of the intrinsic apoptotic cascade.

Custom Q&A

What is the molecular formula of Nimbin?

The molecular formula of Nimbin is C30H36O9.

Is Nimbin a natural product?

Yes, Nimbin is a natural product found in Azadirachta indica.

What is the IUPAC name of Nimbin?

The IUPAC name of Nimbin is methyl (1S,2R,3R,4R,8R,9S,10R,13R,15R)-2-acetyloxy-13-(furan-3-yl)-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-4-carboxylate.

What is the CAS number of Nimbin?

The CAS number of Nimbin is 5945-86-8.

What is the molecular weight of Nimbin?

The molecular weight of Nimbin is 540.6 g/mol.

Is Nimbin used as a pesticide?

Yes, Nimbin has a role as a pesticide.

What is the InChIKey of Nimbin?

The InChIKey of Nimbin is NHOIBRJOQAYBJT-IMGVWCFESA-N.

Can Nimbin be found in Azadirachta indica?

Yes, Nimbin is found in Azadirachta indica.

What is the ChEBI ID of Nimbin?

The ChEBI ID of Nimbin is CHEBI:67304.

What is the structure of Nimbin?

The structure of Nimbin can be viewed here: [link to image].