Doramectin

Names

[ Name ]:
Doramectin

[Synonym ]:
Doromectin
extended von Baeyer nomenclature: (10E,14E,16E)-(1R,4S,5’S,6S,6’R,8R,12S,13S,20R,21R,24S)-6’-cyclohexyl-21,24-dihydroxy-5’,11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2’-(5’,6’-dihydro-2’H-pyran)-12-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
Doramectina
Doramectin
25-cyclohexyl-avermectin B1
DONGGUAI.P.E
bridged fused ring systems nomenclature: (2aE,4E,8E)-(5’S,6S,6’R,7S,11R,13S,15S,17aR,20R,20aR,20bS)-6’-cyclohexyl-5’,6,6’,7,10,11,14,15,17a,20,20a,20b-dodecahydro-20,20b-dihydroxy-5’,6,8,19-tetramethyl-17-oxospiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2’-[2H]pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
Dectoma
Dectomax
25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)avermectin A1a
Doramecin

Biological Activity

[Description]:

Doramectin is an antiparasitic agent.IC50 Value:Target: AntiparasiticDoramectin (Dectomax) is a veterinary drug approved by the Food and Drug Administration (FDA) for the treatment of parasites such as gastrointestinal roundworms, lungworms, eyeworms, grubs, sucking lice and mange mites in cattle. Mutational biosynthetic antiparasitic antibiotic structurally related to the avermectins.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

[References]

[1]. Davey RB, Pound JM, Klavons JA, Lohmeyer KH, Freeman JM, Olafson PU. Analysis of doramectin in the serum of repeatedly treated pastured cattle used to predict the probability of cattle fever ticks (Acari: Ixodidae) feeding to repletion. Exp Appl Acarol.

[2]. Wang XJ, Zhang J, Wang JD, Huang SX, Chen YH, Liu CX, Xiang WS. Four new doramectin congeners with acaricidal and insecticidal activity from Streptomyces avermitilis NEAU1069. Chem Biodivers. 2011 Nov;8(11):2117-25. doi: 10.1002/cbdv.201000295.

[3]. Sarre C, Claerebout E, Vercruysse J, Levecke B, Geldhof P, Pardon B, Alvinerie M, Sutra JF, Geurden T. Doramectin resistance in Haemonchus contortus on an alpaca farm in Belgium. Vet Parasitol. 2012 Apr 30;185(2-4):346-51.

[4]. Lobetti R. .Successful resolution of oesophageal spirocercosis in 20 dogs following daily treatment with oral doramectin. Vet J. 2012 Jul;193(1):277-8.

[5]. Wang JB, Pan HX, Tang GL. Production of doramectin by rational engineering of the avermectin biosynthetic pathway. Bioorg Med Chem Lett. 2011 Jun 1;21(11):3320-3.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
967.4±65.0 °C at 760 mmHg

[ Melting Point ]:
116 - 119ºC

[ Molecular Formula ]:
C₅₀H₇₄O₁₄

[ Molecular Weight ]:
899.114

[ Flash Point ]:
274.4±27.8 °C

[ Exact Mass ]:
898.507874

[ PSA ]:
170.06000

[ LogP ]:
7.16

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.580

[ Storage condition ]:
0-6°C

[ Water Solubility ]:
methanol: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H410

[ Precautionary Statements ]:
P273-P301 + P310-P501

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
T,N,Xi

[ Risk Phrases ]:
R25

[ Safety Phrases ]:
33-45-60-61-36/37-26

[ RIDADR ]:
UN 2811 6.1/PG 3

Articles

Anthelmintic resistance in a herd of alpacas (Vicugna pacos).

Can. Vet. J. 53(12) , 1310-3, (2012)

A herd of alpacas was examined because of a history of severe endoparasitism, anemia, hypoproteinemia, and weight loss. Resistance of gastrointestinal nematodes to albendazole, fenbendazole, and doram...

Reversal of P-glycoprotein-mediated multidrug resistance in vitro by doramectin and nemadectin.

J. Pharm. Pharmacol. 62(3) , 393-9, (2010)

Multidrug resistance (MDR) is a serious obstacle encountered in cancer treatment. This study was performed to explore the reversal of MDR by doramectin from the avermectin family and nemadectin belong...

The influence of gastrointestinal parasitism on fecal elimination of doramectin, in lambs.

Ecotoxicol. Environ. Saf. 73(8) , 2017-21, (2010)

A study was done to investigate the effect of parasitism on patterns of doramectin (DRM) fecal elimination in lambs. Fourteen Suffolk Down parasitized lambs (26.9 ± 1.5 kg body weight: bw) were purpos...