Spinosad information

Spinosad
Clinical data
AHFS/Drugs.com	Monograph
Identifiers
CompTox Dashboard (EPA)	DTXSID7032478 ;
ECHA InfoCard	100.103.254

Spinosyns
	; Spinosyn A
	; Spinosyn D
Identifiers
CAS Number	168316-95-8 ; A: 131929-60-7; D: 131929-63-0;
3D model (JSmol)	A: Interactive image; D: Interactive image;
ChEBI	CHEBI:39211 ; A: CHEBI:9230 ; D: CHEBI:9232;
ChEMBL	ChEMBL4297065; A: ChEMBL501411; D: ChEMBL503450;
ChemSpider	16736513 ; A: 391358; D: 159214;
DrugBank	DB08823;
ECHA InfoCard	100.103.254
KEGG	D09384; A: C11054; D: C11056;
PubChem CID	A: 443059; D: 183094;
UNII	XPA88EAP6V ; A: OY0L59V61N; D: 78G4631RTT;
CompTox Dashboard (EPA)	DTXSID7032478 ;
	InChI A: InChI=1S/C41H65NO10/c1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m1/s1 Key: SRJQTHAZUNRMPR-UYQKXTDMSA-N; D: 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 Key: RDECBWLKMPEKPM-PSCJHHPTSA-N;
	SMILES A: O([C@H]1C[C@]2([C@]3([C@]([C@]4(C(=C3)C(=O)[C@H](C)[C@@H](O[C@@H]5O[C@H](C)[C@@H](N(C)C)CC5)CCC[C@H](CC)OC(=O)C4)[H])(C=C[C@@]2(C1)[H])[H])[H])[H])[C@H]6[C@H](OC)[C@H](OC)[C@@H](OC)[C@H](C)O6; D: CC1=C[C@@]2([C@]([C@]3([C@]1(C[C@@H](O[C@H]4[C@H](OC)[C@H](OC)[C@@H](OC)[C@H](C)O4)C3)[H])[H])(C=C5[C@]2(CC(=O)O[C@@H](CC)CCC[C@H](O[C@@H]6O[C@H](C)[C@@H](N(C)C)CC6)[C@@H](C)C5=O)[H])[H])[H];
Properties
Chemical formula	C41H65NO10 (A); C42H67NO10 (D)
Molar mass	731.968 g·mol−1 (A); 745.995 g·mol−1 (D)
Pharmacology
ATCvet code	QP53BX03 (WHO)
Routes of; administration	Topical, by mouth
Legal status	CA: ℞-only; US: ℞-only;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Spinosad is an insecticide based on chemical compounds found in the bacterial species Saccharopolyspora spinosa. The genus Saccharopolyspora was discovered in 1985 in isolates from crushed sugarcane. The bacteria produce yellowish-pink aerial hyphae, with bead-like chains of spores enclosed in a characteristic hairy sheath.^[4] This genus is defined as aerobic, Gram-positive, nonacid-fast actinomycetes with fragmenting substrate mycelium. S. spinosa was isolated from soil collected inside a nonoperational sugar mill rum still in the Virgin Islands. Spinosad is a mixture of chemical compounds in the spinosyn family that has a generalized structure consisting of a unique tetracyclic ring system attached to an amino sugar (D-forosamine) and a neutral sugar (tri-Ο-methyl-L-rhamnose).^[5] Spinosad is relatively nonpolar and not easily dissolved in water.^[6]

Spinosad is a novel mode-of-action insecticide derived from a family of natural products obtained by fermentation of S. spinosa. Spinosyns occur in over 20 natural forms, and over 200 synthetic forms (spinosoids) have been produced in the lab.^[7] Spinosad contains a mix of two spinosoids, spinosyn A, the major component, and spinosyn D (the minor component), in a roughly 17:3 ratio.^[4]

^ "Natroba- spinosad suspension". DailyMed. U.S. National Library of Medicine. 28 April 2021. Retrieved 1 July 2023.
^ "Spinosad suspension". DailyMed. U.S. National Library of Medicine. 31 May 2023. Retrieved 1 July 2023.
^ "Comfortis- spinosad tablet, chewable". DailyMed. U.S. National Library of Medicine. 1 July 2021. Retrieved 1 July 2023.
^ ^a ^b Mertz F, Yao RC (January 1990). "Saccharopolyspora spinosa sp. nov. Isolated from soil Collected in a Sugar Mill Rum Still". International Journal of Systematic Bacteriology. 40 (1): 34–39. doi:10.1099/00207713-40-1-34.
^ Snyder DE, Meyer J, Zimmermann AG, Qiao M, Gissendanner SJ, Cruthers LR, et al. (December 2007). "Preliminary studies on the effectiveness of the novel pulicide, spinosad, for the treatment and control of fleas on dogs". Veterinary Parasitology. 150 (4): 345–351. doi:10.1016/j.vetpar.2007.09.011. PMID 17980490.
^ Crouse GD, Sparks TC, Schoonover J, Gifford J, Dripps J, Bruce T, et al. (February 2001). "Recent advances in the chemistry of spinosyns". Pest Management Science. 57 (2): 177–185. doi:10.1002/1526-4998(200102)57:2<177::AID-PS281>3.0.CO;2-Z. PMID 11455648.
^ Watson G (31 May 2001). "Actions of Insecticidal Spinosyns on γ-Aminobutyric Acid Responses for Small-Diameter Cockroach Neurons". Pesticide Biochemistry and Physiology. 71: 20–28. doi:10.1006/pest.2001.2559.

[1] "Natroba- spinosad suspension". DailyMed. U.S. National Library of Medicine. 28 April 2021. Retrieved 1 July 2023.

[2] "Spinosad suspension". DailyMed. U.S. National Library of Medicine. 31 May 2023. Retrieved 1 July 2023.

[3] "Comfortis- spinosad tablet, chewable". DailyMed. U.S. National Library of Medicine. 1 July 2021. Retrieved 1 July 2023.

[one-4] Mertz F, Yao RC (January 1990). "Saccharopolyspora spinosa sp. nov. Isolated from soil Collected in a Sugar Mill Rum Still". International Journal of Systematic Bacteriology. 40 (1): 34–39. doi:10.1099/00207713-40-1-34.

[four-5] Snyder DE, Meyer J, Zimmermann AG, Qiao M, Gissendanner SJ, Cruthers LR, et al. (December 2007). "Preliminary studies on the effectiveness of the novel pulicide, spinosad, for the treatment and control of fleas on dogs". Veterinary Parasitology. 150 (4): 345–351. doi:10.1016/j.vetpar.2007.09.011. PMID 17980490.

[seven-6] Crouse GD, Sparks TC, Schoonover J, Gifford J, Dripps J, Bruce T, et al. (February 2001). "Recent advances in the chemistry of spinosyns". Pest Management Science. 57 (2): 177–185. doi:10.1002/1526-4998(200102)57:2<177::AID-PS281>3.0.CO;2-Z. PMID 11455648.

[five-7] Watson G (31 May 2001). "Actions of Insecticidal Spinosyns on γ-Aminobutyric Acid Responses for Small-Diameter Cockroach Neurons". Pesticide Biochemistry and Physiology. 71: 20–28. doi:10.1006/pest.2001.2559.

Spinosad information

and 30 Related for: Spinosad information

Spinosad

Leaf miner

Insecticide

Evergreen bagworm

Confused flour beetle

Biopesticide

Tuta absoluta

Saccharopolyspora spinosa

Common asparagus beetle

Milbemycin oxime

Fluralaner

Cydalima perspectalis

Spinetoram

Dermanyssus gallinae

Neonicotinoid

Ivermectin

Pyrethroid

Pyrethrin

Lindane

Winter moth

Pyrethrum

Boric acid

Flea treatments

DDT

Allethrins

Carbofuran

Chromated copper arsenate

Tetranortriterpenoid

Dinotefuran

Prallethrin

Identifiers
Spinosyn A
Spinosyn D
CAS Number	168316-95-8^Y A: 131929-60-7 D: 131929-63-0
3D model (JSmol)	A: Interactive image D: Interactive image
ChEBI	CHEBI:39211^Y A: CHEBI:9230^Y D: CHEBI:9232
ChEMBL	ChEMBL4297065 A: ChEMBL501411 D: ChEMBL503450
ChemSpider	16736513^Y A: 391358 D: 159214
DrugBank	DB08823
ECHA InfoCard	100.103.254
KEGG	D09384 A: C11054 D: C11056
PubChem CID	A: 443059 D: 183094
UNII	XPA88EAP6V^Y A: OY0L59V61N D: 78G4631RTT
CompTox Dashboard (EPA)	DTXSID7032478
InChI A: InChI=1S/C41H65NO10/c1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m1/s1 Key: SRJQTHAZUNRMPR-UYQKXTDMSA-N D: 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 Key: RDECBWLKMPEKPM-PSCJHHPTSA-N
SMILES A: O([C@H]1C[C@]2([C@]3([C@]([C@]4(C(=C3)C(=O)[C@H](C)[C@@H](O[C@@H]5O[C@H](C)[C@@H](N(C)C)CC5)CCC[C@H](CC)OC(=O)C4)[H])(C=C[C@@]2(C1)[H])[H])[H])[H])[C@H]6[C@H](OC)[C@H](OC)[C@@H](OC)[C@H](C)O6 D: CC1=C[C@@]2([C@]([C@]3([C@]1(C[C@@H](O[C@H]4[C@H](OC)[C@H](OC)[C@@H](OC)[C@H](C)O4)C3)[H])[H])(C=C5[C@]2(CC(=O)O[C@@H](CC)CCC[C@H](O[C@@H]6O[C@H](C)[C@@H](N(C)C)CC6)[C@@H](C)C5=O)[H])[H])[H]
Properties
Chemical formula	C₄₁H₆₅NO₁₀ (A) C₄₂H₆₇NO₁₀ (D)
Molar mass	731.968 g·mol⁻¹ (A) 745.995 g·mol⁻¹ (D)
Pharmacology
ATCvet code	QP53BX03 (WHO)
Routes of administration	Topical, by mouth
Legal status	CA: ℞-only US: ℞-only^[1]^[2]^[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references