Nimbolide
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Hodoodo CAT#: H564554

CAS#: 25990-37-8

Description: Nimbolide is a natural inhibitor of pancreatic cancer growth and metastasis through ROS-mediated apoptosis. It inhibits epithelial-to-mesenchymal transition.

Chemical Structure

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Nimbolide
CAS# 25990-37-8
Instruction

Theoretical Analysis

Hodoodo Cat#: H564554
Name: Nimbolide
CAS#: 25990-37-8
Chemical Formula: C27H30O7
Exact Mass: 466.20
Molecular Weight: 466.530
Elemental Analysis: C, 69.51; H, 6.48; O, 24.01

Price and Availability

Size Price Availability Quantity
5mg USD 450 2 Weeks
25mg USD 1650 2 Weeks
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Synonym: Nimbolide

IUPAC/Chemical Name: 8(R)-(3-Furanyl)-2aR,5aR,6S,6aR,8R,9,9aR,10aS,10bR,10cR-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-2H,5H-cyclopenta[d']naphtho[1,8-bc:2,3-b']difuran-6-acetic acid, methyl ester

InChi Key: JZIQWNPPBKFOPT-LSYMHUITSA-N

InChi Code: 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

SMILES Code: CC1=C2[C@H](O[C@@H]3[C@H](O4)[C@@H]5[C@@](C(C=C[C@@]5(C)C4=O)=O)(C)[C@@H](CC(OC)=O)[C@]23C)C[C@H]1C6=COC=C6

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 466.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Sophia J, Kowshik J, Dwivedi A, Bhutia SK, Manavathi B, Mishra R, Nagini S. Nimbolide, a neem limonoid inhibits cytoprotective autophagy to activate apoptosis via modulation of the PI3K/Akt/GSK-3β signalling pathway in oral cancer. Cell Death Dis. 2018 Oct 23;9(11):1087. doi: 10.1038/s41419-018-1126-4. PubMed PMID: 30352996; PubMed Central PMCID: PMC6199248.

2: Diddi S, Bale S, Pulivendala G, Godugu C. Nimbolide ameliorates fibrosis and inflammation in experimental murine model of bleomycin-induced scleroderma. Inflammopharmacology. 2018 Sep 14. doi: 10.1007/s10787-018-0527-4. [Epub ahead of print] PubMed PMID: 30218238.

3: Wang L, Phan DK, Syn N, Xiang X, Song H, Thuya WL, Yang S, Wong AL, Kumar AP, Yong WP, Sethi G, Ho PC, Goh BC. A Sensitive Liquid Chromatography-Tandem Mass Spectrometry Method for the Determination of Nimbolide in Mouse Serum: Application to a Preclinical Pharmacokinetics Study. Pharmaceutics. 2018 Aug 8;10(3). pii: E123. doi: 10.3390/pharmaceutics10030123. PubMed PMID: 30096831; PubMed Central PMCID: PMC6161292.

4: Hsueh KC, Lin CL, Tung JN, Yang SF, Hsieh YH. Nimbolide induced apoptosis by activating ERK-mediated inhibition of c-IAP1 expression in human hepatocellular carcinoma cells. Environ Toxicol. 2018 Sep;33(9):913-922. doi: 10.1002/tox.22576. Epub 2018 Jul 2. PubMed PMID: 29962003.

5: Baira SM, Khurana A, Somagoni J, Srinivas R, Godugu C, Talluri MVNK. First report on the pharmacokinetic profile of nimbolide, a novel anticancer agent in oral and intravenous administrated rats by LC/MS method. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Aug 15;1092:191-198. doi: 10.1016/j.jchromb.2018.06.002. Epub 2018 Jun 2. PubMed PMID: 29908468.

6: Pooladanda V, Bandi S, Mondi SR, Gottumukkala KM, Godugu C. Nimbolide epigenetically regulates autophagy and apoptosis in breast cancer. Toxicol In Vitro. 2018 Sep;51:114-128. doi: 10.1016/j.tiv.2018.05.010. Epub 2018 May 17. PubMed PMID: 29778718.

7: Patel MJ, Tripathy S, Mukhopadhyay KD, Wangjam T, Cabang AB, Morris J, Wargovich MJ. A supercritical CO(2) extract of neem leaf (A. indica) and its bioactive liminoid, nimbolide, suppresses colon cancer in preclinical models by modulating pro-inflammatory pathways. Mol Carcinog. 2018 Sep;57(9):1156-1165. doi: 10.1002/mc.22832. Epub 2018 May 8. PubMed PMID: 29697164.

8: Ahmad MF, Ansari MO, Jameel S, Wani AL, Parveen N, Siddique HR, Shadab GGHA. Protective role of nimbolide against chemotherapeutic drug hydroxyurea induced genetic and oxidative damage in an animal model. Environ Toxicol Pharmacol. 2018 Jun;60:91-99. doi: 10.1016/j.etap.2018.04.006. Epub 2018 Apr 12. PubMed PMID: 29679812.

9: Odoh UE, Uzor PF, Eze CL, Akunne TC, Onyegbulam CM, Osadebe PO. Medicinal plants used by the people of Nsukka Local Government Area, south-eastern Nigeria for the treatment of malaria: An ethnobotanical survey. J Ethnopharmacol. 2018 May 23;218:1-15. doi: 10.1016/j.jep.2018.02.034. PubMed PMID: 29477369.

10: Sengupta P, Raman S, Chowdhury R, Lohitesh K, Saini H, Mukherjee S, Paul A. Evaluation of Apoptosis and Autophagy Inducing Potential of Berberis aristata, Azadirachta indica, and Their Synergistic Combinations in Parental and Resistant Human Osteosarcoma Cells. Front Oncol. 2017 Dec 11;7:296. doi: 10.3389/fonc.2017.00296. eCollection 2017. PubMed PMID: 29312880; PubMed Central PMCID: PMC5732233.

11: Vora J, Patel S, Sinha S, Sharma S, Srivastava A, Chhabria M, Shrivastava N. Molecular docking, QSAR and ADMET based mining of natural compounds against prime targets of HIV. J Biomol Struct Dyn. 2018 Jan 7:1-16. doi: 10.1080/07391102.2017.1420489. [Epub ahead of print] PubMed PMID: 29268664.

12: Alshammari GM, Balakrishnan A, Chinnasamy T. Nimbolide attenuate the lipid accumulation, oxidative stress and antioxidant in primary hepatocytes. Mol Biol Rep. 2017 Dec;44(6):463-474. doi: 10.1007/s11033-017-4132-1. Epub 2017 Nov 28. PubMed PMID: 29185131.

13: Kumar S, Inigo JR, Kumar R, Chaudhary AK, O'Malley J, Balachandar S, Wang J, Attwood K, Yadav N, Hochwald S, Wang X, Chandra D. Nimbolide reduces CD44 positive cell population and induces mitochondrial apoptosis in pancreatic cancer cells. Cancer Lett. 2018 Jan 28;413:82-93. doi: 10.1016/j.canlet.2017.10.029. Epub 2017 Oct 26. PubMed PMID: 29107110; PubMed Central PMCID: PMC5706561.

14: Gupta SC, Prasad S, Tyagi AK, Kunnumakkara AB, Aggarwal BB. Neem (Azadirachta indica): An indian traditional panacea with modern molecular basis. Phytomedicine. 2017 Oct 15;34:14-20. doi: 10.1016/j.phymed.2017.07.001. Epub 2017 Jul 3. Review. PubMed PMID: 28899496.

15: Siva B, Devi A, Venkanna A, Poornima B, Sukumar G, Reddy SD, Vijaya M, Ummanni R, Babu KS. "Click" reaction based synthesis of nimbolide derivatives and study of their insect antifeedant activity against Spodoptera litura Larvae. Fitoterapia. 2017 Nov;123:1-8. doi: 10.1016/j.fitote.2017.09.005. Epub 2017 Sep 6. PubMed PMID: 28888965.

16: Kashif M, Hwang Y, Hong G, Kim G. In vitro comparative cytotoxic effect of Nimbolide: A limonoid from Azadirachta indica (Neem tree) on cancer cell lines and normal cell lines through MTT assay. Pak J Pharm Sci. 2017 May;30(3(Suppl.)):967-973. PubMed PMID: 28655693.

17: Lin H, Qiu S, Xie L, Liu C, Sun S. Nimbolide suppresses non-small cell lung cancer cell invasion and migration via manipulation of DUSP4 expression and ERK1/2 signaling. Biomed Pharmacother. 2017 Aug;92:340-346. doi: 10.1016/j.biopha.2017.05.072. Epub 2017 May 26. PubMed PMID: 28554129.

18: Kowshik J, Mishra R, Sophia J, Rautray S, Anbarasu K, Reddy GD, Dixit M, Mahalingam S, Nagini S. Nimbolide upregulates RECK by targeting miR-21 and HIF-1α in cell lines and in a hamster oral carcinogenesis model. Sci Rep. 2017 May 17;7(1):2045. doi: 10.1038/s41598-017-01960-5. PubMed PMID: 28515436; PubMed Central PMCID: PMC5435722.

19: Wen Z, Mei B, Li H, Dou Y, Tian X, Shen M, Chen G. P2X7 Participates in Intracerebral Hemorrhage-Induced Secondary Brain Injury in Rats via MAPKs Signaling Pathways. Neurochem Res. 2017 Aug;42(8):2372-2383. doi: 10.1007/s11064-017-2257-1. Epub 2017 May 9. PubMed PMID: 28488233.

20: Chien SY, Hsu CH, Lin CC, Chuang YC, Lo YS, Hsi YT, Hsieh MJ, Chen MK. Nimbolide induces apoptosis in human nasopharyngeal cancer cells. Environ Toxicol. 2017 Aug;32(8):2085-2092. doi: 10.1002/tox.22423. Epub 2017 Apr 6. PubMed PMID: 28383207.