Spinosad Factor D
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MedKoo CAT#: 571212

CAS#: 131929-63-0 (D)

Description: Spinosad Factor D is a naturally derived fermentation product that is used as a pesticide against many different insects.

Chemical Structure

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Spinosad Factor D
CAS# 131929-63-0 (D)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 571212
Name: Spinosad Factor D
CAS#: 131929-63-0 (D)
Chemical Formula: C42H67NO10
Exact Mass: 745.48
Molecular Weight: 746.000
Elemental Analysis: C, 67.62; H, 9.05; N, 1.88; O, 21.45

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Related CAS #: 131929-60-7 (A)   131929-63-0 (D)   168316-95-8 (free base)  

Synonym: Spinosad Factor D; Spinosyn D

IUPAC/Chemical Name: (2S,3aR,5aS,5bS,9S,13S,14R,16aS,16bS)-13-(((2R,5S,6S)-5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-9-ethyl-4,14-dimethyl-2-(((2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-tetradecahydro-1H-as-indaceno[3,2-d][1]oxacyclododecine-7,15-dione

InChi Key: RDECBWLKMPEKPM-VRDFKVTNSA-N

InChi Code: InChI=1S/C42H67NO10/c1-11-26-13-12-14-35(53-37-16-15-34(43(6)7)24(4)49-37)23(3)38(45)33-20-31-29(32(33)21-36(44)51-26)17-22(2)28-18-27(19-30(28)31)52-42-41(48-10)40(47-9)39(46-8)25(5)50-42/h17,20,23-32,34-35,37,39-42H,11-16,18-19,21H2,1-10H3/t23-,24+,25+,26+,27-,28+,29-,30-,31-,32+,34+,35+,37+,39+,40-,41-,42+/m1/s1

SMILES Code: C[C@H]([C@H](CCC[C@H](CC)OC(C[C@@H]1C2=C[C@@H]3[C@H]1C=C(C)[C@H]4[C@H]3C[C@H](O[C@@H]5O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]5OC)C4)=O)O[C@H]6CC[C@H](N(C)C)[C@H](C)O6)C2=O

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: >2 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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Spinosad Factor D demonstrates insecticidal activity against H. virescens larvae (tobacco budworm) with an LD50 value of 0.8 ppm.
In vitro activity: To be determined
In vivo activity: Analogs of sinosyns were developed to boost the insecticidal effectiveness of spinosyns. Acylated analogs displayed increased insecticidal potency against Heliothis virescens larvae, although not as potent as spinosyns A or D. Deoxy analogs also showed higher insecticidal activity. Notably, the 2'-desmethoxy analogs surpassed spinosyns A and D in potency against H. virescens larvae, indicating that the polarity in the rhamnose moiety of spinosyn A might not be necessary for insecticidal effectiveness. Reference: J Antibiot (Tokyo). 2000 Feb;53(2):171-8. https://pubmed.ncbi.nlm.nih.gov/10805578/

Preparing Stock Solutions

The following data is based on the product molecular weight 746.00 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: 1. Creemer LC, Kirst HA, Paschal JW, Worden TV. Synthesis and insecticidal activity of spinosyn analogs functionally altered at the 2'-,3'- and 4'-positions of the rhamnose moiety. J Antibiot (Tokyo). 2000 Feb;53(2):171-8. doi: 10.7164/antibiotics.53.171. PMID: 10805578.
In vitro protocol: To be determined
In vivo protocol: 1. Creemer LC, Kirst HA, Paschal JW, Worden TV. Synthesis and insecticidal activity of spinosyn analogs functionally altered at the 2'-,3'- and 4'-positions of the rhamnose moiety. J Antibiot (Tokyo). 2000 Feb;53(2):171-8. doi: 10.7164/antibiotics.53.171. PMID: 10805578.

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1: Afzal MB, Shad SA, Abbas N. Genetics, realized heritability and preliminary mechanism of spinosad resistance in Phenacoccus solenopsis Tinsley (Homoptera: Pseudococcidae): an invasive pest from Pakistan. Genetica. 2015 Dec;143(6):741-9. doi: 10.1007/s10709-015-9871-0. Epub 2015 Oct 22. PubMed PMID: 26494239.

2: Højland DH, Scott JG, Vagn Jensen KM, Kristensen M. Autosomal male determination in a spinosad-resistant housefly strain from Denmark. Pest Manag Sci. 2014 Jul;70(7):1114-7. doi: 10.1002/ps.3655. Epub 2013 Oct 10. PubMed PMID: 24105942.

3: Bai Y, Zhou PP, Fan P, Zhu YM, Tong Y, Wang HB, Yu LJ. Four-stage dissolved oxygen strategy based on multi-scale analysis for improving spinosad yield by Saccharopolyspora spinosa ATCC49460. Microb Biotechnol. 2015 May;8(3):561-8. doi: 10.1111/1751-7915.12264. Epub 2015 Mar 26. PubMed PMID: 25808914; PubMed Central PMCID: PMC4408188.

4: Snyder DE, Rumschlag AJ, Young LM, Ryan WG. Speed of flea knockdown of spinosad compared to afoxolaner, and of spinosad through 28 days post-treatment in controlled laboratory studies. Parasit Vectors. 2015 Nov 9;8:578. doi: 10.1186/s13071-015-1195-5. PubMed PMID: 26552479; PubMed Central PMCID: PMC4640350.

5: Yee WL. Temperature-Mediated Kill and Oviposition of Western Cherry Fruit Fly (Diptera: Tephritidae) in the Presence of Spinosad. J Econ Entomol. 2016 Feb;109(1):132-42. doi: 10.1093/jee/tov262. Epub 2015 Sep 9. PubMed PMID: 26352751.

6: Lebedev G, Abo-Moch F, Gafni G, Ben-Yakir D, Ghanim M. High-level of resistance to spinosad, emamectin benzoate and carbosulfan in populations of Thrips tabaci collected in Israel. Pest Manag Sci. 2013 Feb;69(2):274-7. doi: 10.1002/ps.3385. Epub 2012 Aug 24. PubMed PMID: 22926932.

7: Snyder DE, Meyer KA, Wiseman S, Trout CM, Young DR. Speed of kill efficacy and efficacy of flavored spinosad tablets administered orally to cats in a simulated home environment for the treatment and prevention of cat flea (Ctenocephalides felis) infestations. Vet Parasitol. 2013 Sep 23;196(3-4):492-6. doi: 10.1016/j.vetpar.2013.02.023. Epub 2013 Mar 5. PubMed PMID: 23522900.

8: Adak T, Mukherjee I. Investigating Role of Abiotic Factors on Spinosad Dissipation. Bull Environ Contam Toxicol. 2016 Jan;96(1):125-9. doi: 10.1007/s00128-015-1644-z. Epub 2015 Sep 8. PubMed PMID: 26350899.

9: Lan Z, Zhao C, Guo W, Guan X, Zhang X. Optimization of Culture Medium for Maximal Production of Spinosad Using an Artificial Neural Network - Genetic Algorithm Modeling. J Mol Microbiol Biotechnol. 2015;25(4):253-61. doi: 10.1159/000381312. Epub 2015 Jun 30. PubMed PMID: 26138116.

10: Shi J, Zhang L, Gao X. Characterisation of spinosad resistance in the housefly Musca domestica (Diptera: Muscidae). Pest Manag Sci. 2011 Mar;67(3):335-40. doi: 10.1002/ps.2073. Epub 2011 Jan 11. PubMed PMID: 21308959.

11: Flores S, Gomez LE, Montoya P. Residual control and lethal concentrations of GF-120 (spinosad) for Anastrepha spp. (Diptera: Tephritidae). J Econ Entomol. 2011 Dec;104(6):1885-91. PubMed PMID: 22299349.

12: Sántis EL, Hernández LA, Martínez AM, Campos J, Figueroa JI, Lobit P, Chavarrieta JM, Viñuela E, Smagghe G, Pineda S. Long-term foliar persistence and efficacy of spinosad against beet armyworm under greenhouse conditions. Pest Manag Sci. 2012 Jun;68(6):914-21. doi: 10.1002/ps.3250. Epub 2012 Jan 20. PubMed PMID: 22262560.

13: Hertlein MB, Mavrotas C, Jousseaume C, Lysandrou M, Thompson GD, Jany W, Ritchie SA. A review of spinosad as a natural product for larval mosquito control. J Am Mosq Control Assoc. 2010 Mar;26(1):67-87. Review. PubMed PMID: 20402353.

14: Akmoutsou P, Mademtzoglou D, Nakou I, Onoufriadis A, Papadopoulou X, Kounatidis I, Frantzios G, Papadakis G, Vasiliadis K, Papadopoulos NT, Mavragani-Tsipidou P. Evaluation of toxicity and genotoxic effects of spinosad and deltamethrin in Drosophila melanogaster and Bactrocera oleae. Pest Manag Sci. 2011 Dec;67(12):1534-40. doi: 10.1002/ps.2208. Epub 2011 May 27. PubMed PMID: 21626654.

15: Spinosad (Natroba) topical suspension for head lice. Med Lett Drugs Ther. 2011 Jun 27;53(1367):50-1. Review. PubMed PMID: 21701441.

16: Six RH, Everett WR, Myers MR, Mahabir SP. Comparative speed of kill of sarolaner (Simparica) and spinosad plus milbemycin oxime (Trifexis) against induced infestations of Ctenocephalides felis on dogs. Parasit Vectors. 2016 Feb 19;9:93. doi: 10.1186/s13071-016-1374-z. PubMed PMID: 26896448; PubMed Central PMCID: PMC4761127.

17: Miles M, Mayes M, Dutton R. The effects of spinosad, a naturally derived insect control agent, to the honeybee (Apis melifera). Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2002;67(3):611-6. PubMed PMID: 12696428.

18: Bielza P, Quinto V, Grávalos C, Fernández E, Abellán J, Contreras J. Stability of spinosad resistance in Frankliniella occidentalis (Pergande) under laboratory conditions. Bull Entomol Res. 2008 Aug;98(4):355-9. doi: 10.1017/S0007485308005658. Epub 2008 Feb 18. PubMed PMID: 18279567.

19: McQuate GT, Peck SL, Barr PG, Sylva CD. Comparative evaluation of spinosad and phloxine B as toxicants in protein baits for suppression of three fruit fly (Diptera: Tephritidae) species. J Econ Entomol. 2005 Aug;98(4):1170-8. PubMed PMID: 16156568.

20: Snyder DE, Cruthers LR, Slone RL. Preliminary study on the acaricidal efficacy of spinosad administered orally to dogs infested with the brown dog tick, Rhipicephalus sanguineus (Latreille, 1806) (Acari: Ixodidae). Vet Parasitol. 2009 Dec 3;166(1-2):131-5. doi: 10.1016/j.vetpar.2009.07.046. Epub 2009 Aug 5. PubMed PMID: 19713042.