Salannin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 461714

CAS#: 992-20-1

Description: Salannin is a limonoid from Azadirachta indica A. Juss.

Chemical Structure

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Salannin
CAS# 992-20-1
Instruction

Theoretical Analysis

MedKoo Cat#: 461714
Name: Salannin
CAS#: 992-20-1
Chemical Formula: C34H44O9
Exact Mass: 596.30
Molecular Weight: 596.710
Elemental Analysis: C, 68.44; H, 7.43; O, 24.13

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Salannin; Margosan-O; Azadriactin; Neem extract;

IUPAC/Chemical Name: A name could not be generated for this structure.

InChi Key: CJHBVBNPNXOWBA-YBSRSHJOSA-N

InChi Code: InChI=1S/C34H44O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h9-11,15,21-25,28-30H,12-14,16H2,1-8H3/b17-9+/t21-,22+,23-,24-,25+,28-,29+,30-,32-,33-,34-/m1/s1

SMILES Code: CC([C@@H]1c2ccoc2)=C3[C@@]4([C@@H]([C@@H]5OC[C@]6([C@H]5[C@]([C@H]4CC(OC)=O)([C@H](C[C@H]6OC(C)=O)OC(/C(C)=C/C)=O)C)C)O[C@H]3C1)C

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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 596.71 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: Koul O, Singh G, Singh R, Daniewski WM, Berlozecki S. Bioefficacy and mode-of-action of some limonoids of salannin group from Azadirachta indica A. Juss and their role in a multicomponent system against lepidopteran larvae. J Biosci. 2004 Dec;29(4):409-16. PubMed PMID: 15625397.

2: Ramesh A, Balasubramanian M. Rapid preconcentration method for the determination of azadirachtin-A and -B, nimbin and salannin in neem oil samples by using graphitised carbon solid phase extraction. Analyst. 1999 Jan;124(1):19-21. PubMed PMID: 10563041.

3: Govindachari TR, Narasimhan NS, Suresh G, Partho PD, Gopalakrishnan G. Insect antifeedant and growth-regulating activities of Salannin and other c-seco limonoids from neem oil in relation to Azadirachtin. J Chem Ecol. 1996 Aug;22(8):1453-61. doi: 10.1007/BF02027724. PubMed PMID: 24226248.

4: Mitchell MJ, Smith SL, Johnson S, Morgan ED. Effects of the neem tree compounds azadirachtin, salannin, nimbin, and 6-desacetylnimbin on ecdysone 20-monooxygenase activity. Arch Insect Biochem Physiol. 1997;35(1-2):199-209. PubMed PMID: 9131784.

5: Haldar S, Mulani FA, Aarthy T, Dandekar DS, Thulasiram HV. Expedient preparative isolation and tandem mass spectrometric characterization of C-seco triterpenoids from Neem oil. J Chromatogr A. 2014 Oct 31;1366:1-14. doi: 10.1016/j.chroma.2014.09.006. Epub 2014 Sep 22. PubMed PMID: 25267707.

6: Saxena M, Ravikanth K, Kumar A, Gupta A, Singh B, Sharma A. Purification of Azadirachta indica seed cake and its impact on nutritional and antinutritional factors. J Agric Food Chem. 2010 Apr 28;58(8):4939-44. doi: 10.1021/jf904336k. PubMed PMID: 20218605.

7: Simmonds MS, Jarvis AP, Johnson S, Jones GR, Morgan ED. Comparison of anti-feedant and insecticidal activity of nimbin and salannin photo-oxidation products with neem (Azadirachta indica) limonoids. Pest Manag Sci. 2004 May;60(5):459-64. PubMed PMID: 15154512.

8: Koul O, Multani JS, Singh G, Daniewski WM, Berlozecki S. 6beta-hydroxygedunin from Azadirachta indica. Its potentiation effects with some non-azadirachtin limonoids in neem against lepidopteran larvae. J Agric Food Chem. 2003 May 7;51(10):2937-42. PubMed PMID: 12720374.

9: Dwivedi VD, Tripathi IP, Mishra SK. In silico evaluation of inhibitory potential of triterpenoids from Azadirachta indica against therapeutic target of dengue virus, NS2B-NS3 protease. J Vector Borne Dis. 2016 Apr-Jun;53(2):156-61. PubMed PMID: 27353586.

10: Forim MR, Cornélio VE, da Silva MF, Rodrigues-Filho E, Fernandes JB, Vieira PC, Matinez SS, Napolitano MP, Yost RA. Chemical characterization of Azadirachta indica grafted on Melia azedarach and analyses of azadirachtin by HPLC-MS-MS (SRM) and meliatoxins by MALDI-MS. Phytochem Anal. 2010 Jul-Aug;21(4):363-73. doi: 10.1002/pca.1208. PubMed PMID: 20333612.

11: Salehzadeh A, Jabbar A, Jennens L, Ley SV, Annadurai RS, Adams R, Strang RH. The effects of phytochemical pesticides on the growth of cultured invertebrate and vertebrate cells. Pest Manag Sci. 2002 Mar;58(3):268-76. PubMed PMID: 11975173.

12: Srivastava SD. Limonoids from the seeds of Melia azedarach. J Nat Prod. 1986 Jan-Feb;49(1):56-61. PubMed PMID: 3701342.

13: Caboni P, Sarais G, Angioni A, Garcia AJ, Lai F, Dedola F, Cabras P. Residues and persistence of neem formulations on strawberry after field treatment. J Agric Food Chem. 2006 Dec 27;54(26):10026-32. PubMed PMID: 17177537.

14: Hummel HE, Langner SS, Leithold G, Schmutterer H. NEEM: UNUSUALLY VERSATILE PLANT GENUS AZADIRACHTA WITH MANY USEFUL AND SO FAR INSUFFICIENTLY EXPLOITED PROPERTIES FOR AGRICULTURE, MEDICINE, AND INDUSTRY. Commun Agric Appl Biol Sci. 2014;79(2):211-28. Review. PubMed PMID: 26084100.

15: Akihisa T, Horiuchi M, Matsumoto M, Ogihara E, Ishii K, Zhang J. Melanogenesis-Inhibitory Activities of Isomeric C-seco Limonoids and Deesterified Limonoids. Chem Biodivers. 2016 Oct;13(10):1410-1421. doi: 10.1002/cbdv.201600100. PubMed PMID: 27450797.

16: Kushwaha P, Khedgikar V, Haldar S, Gautam J, Mulani FA, Thulasiram HV, Trivedi R. Azadirachta indica triterpenoids promote osteoblast differentiation and mineralization in vitro and in vivo. Bioorg Med Chem Lett. 2016 Aug 1;26(15):3719-24. doi: 10.1016/j.bmcl.2016.05.076. Epub 2016 May 27. PubMed PMID: 27317644.

17: Senthil Nathan S, Kalaivani K, Sehoon K, Murugan K. The toxicity and behavioural effects of neem limonoids on Cnaphalocrocis medinalis (Guenée), the rice leaffolder. Chemosphere. 2006 Mar;62(8):1381-7. Epub 2005 Sep 27. PubMed PMID: 16194558.

18: Siddiqui BS, Ali SK, Ali ST, Naqvi SN, Tariq RM. Variation of major limonoids in Azadirachta indica fruits at different ripening stages and toxicity against Aedes aegypti. Nat Prod Commun. 2009 Apr;4(4):473-6. PubMed PMID: 19475987.

19: Nathan SS, Kalaivani K, Murugan K. Effects of neem limonoids on the malaria vector Anopheles stephensi Liston (Diptera: Culicidae). Acta Trop. 2005 Oct;96(1):47-55. PubMed PMID: 16112073.

20: Koriem KM. Review on pharmacological and toxicologyical effects of oleum azadirachti oil. Asian Pac J Trop Biomed. 2013 Oct;3(10):834-40. doi: 10.1016/S2221-1691(13)60165-3. Epub 2013 Sep 4. Review. PubMed PMID: 24075352; PubMed Central PMCID: PMC3761146.