DORAMECTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C50H74O14
Molecular Weight	899.1142
Optical Activity	UNSPECIFIED
Defined Stereocenters	19 / 19
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12OC\C3=C/C=C/[C@H](C)[C@H](O[C@@]4([H])C[C@H](OC)[C@@H](O[C@@]5([H])C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)\C(C)=C\C[C@@H]6C[C@@H](C[C@]7(O6)O[C@H](C8CCCCC8)[C@@H](C)C=C7)OC(=O)[C@]([H])(C=C(C)[C@H]1O)[C@@]23O

InChI

InChIKey=QLFZZSKTJWDQOS-YDBLARSUSA-N

InChI=1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C50H74O14
Molecular Weight	899.1142
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	19 / 19
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.fda.gov/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm116688.htm
Curator's Comment: Description was created based on several sources, including: http://datasheets.scbt.com/sc-359331_mfr.pdf https://www.zoetisus.com/products/beef/dectomax-pour-on-solution.aspx https://dailymed.nlm.nih.gov/dailymed/archives/fdaDrugInfo.cfm?archiveid=188536

Doramectin is a macrocyclic lactone isolated from fermentations of selected strains derived from the soil organism Streptomyces avermitilis. A primary mode of action of macrocyclic lactones is to modulate chloride ion channel activity in the nervous system of nematodes and arthropods. Macrocyclic lactones bind to receptors that increase membrane permeability to chloride ions. This inhibits the electrical activity of nerve cells in nematodes and muscle cells in arthropods and causes paralysis and death of the parasites. Doramectin is indicated for the treatment and control of gastrointestinal roundworms, lungworms, eyeworms, grubs, biting and sucking lice, horn flies, and mange mites in cattle.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
chloride transmembrane transport 1 Target ID: GO:1902476 Sources: http://datasheets.scbt.com/sc-359331_mfr.pdf	Activator 1430

Conditions

Condition	Modality	Targets	Highest Phase	Product
Nematode parasites in cattle 1 Sources: http://www.fda.gov/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm116688.htm	Curative		Approved 8429	Dectomax Approved Use For the treatment and control of the following nematode and arthropod parasites in cattle. Gastrointestinal roundworms Ostertagia ostertagi - Adults and fourth-stage larvae Ostertagia ostertagi - Inhibited fourth-stage larvae Ostertagia lyrata - Adults and fourth-stage larvae Haemonchus placei - Adults and fourth-stage larvae Trichostrongylus axei - Adults and fourth-stage larvae Trichostrongylus colubriformis - Adults and fourth-stage larvae Trichostrongylus longispicularis - Adults Cooperia oncophora - Adults and fourth-stage larvae Cooperia punctata - Adults and fourth-stage larvae Cooperia pectinata - Adults Cooperia surnabada (syn.mcmasteri) - Adults and fourth-stage larvae Bunostomum phlebotomum - Adults Strongyloides papillosus - Adults Oesophagostomum radiatum - Adults and fourth-stage larvae Trichuris spp. - Adults Lungworms Dictyocaulus viviparus - Adults and fourth-stage larvae Eyeworms Thelazia spp. - Adults Grubs Hypoderma bovis Hypoderma lineatum Lice Haematopinus eurysternus Linognathus vituli Solenopotes capillatus Mange mites Psoroptes bovis Sarcoptes scabiei Dectomax injectable solution has been proved to effectively control infections and to protect cattle from reinfection with Ostertagia ostertagi for 21 days, and Cooperia punctata and Dictyocaulus viviparus for 28 days after treatment. For the treatment and control of the following nematode and arthropod parasites in swine. GASTROINTESTINAL ROUNDWORMS Hyostrongylus rubidus - Adults Ascaris suum - Adults, and fourth-stage larvae Oesophagostomum dentatum - Adults, and fourth-stage larvae Oesophagostomum quadrispinulatum - Adults Strongyloides ransomi - Adults LUNGWORMS Metastrongylus spp. - Adults KIDNEYWORMS Stephanurus dentatus - Adults SUCKING LICE Haematopinus suis - Adults and Immature stages MANGE MITES Sarcoptes scabiei var. suis - Adults and Immature stages Launch Date 1997
Arthropod parasites in cattle 1 Sources: http://www.fda.gov/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm116688.htm	Curative		Approved 8429	Dectomax Approved Use For the treatment and control of the following nematode and arthropod parasites in cattle. Gastrointestinal roundworms Ostertagia ostertagi - Adults and fourth-stage larvae Ostertagia ostertagi - Inhibited fourth-stage larvae Ostertagia lyrata - Adults and fourth-stage larvae Haemonchus placei - Adults and fourth-stage larvae Trichostrongylus axei - Adults and fourth-stage larvae Trichostrongylus colubriformis - Adults and fourth-stage larvae Trichostrongylus longispicularis - Adults Cooperia oncophora - Adults and fourth-stage larvae Cooperia punctata - Adults and fourth-stage larvae Cooperia pectinata - Adults Cooperia surnabada (syn.mcmasteri) - Adults and fourth-stage larvae Bunostomum phlebotomum - Adults Strongyloides papillosus - Adults Oesophagostomum radiatum - Adults and fourth-stage larvae Trichuris spp. - Adults Lungworms Dictyocaulus viviparus - Adults and fourth-stage larvae Eyeworms Thelazia spp. - Adults Grubs Hypoderma bovis Hypoderma lineatum Lice Haematopinus eurysternus Linognathus vituli Solenopotes capillatus Mange mites Psoroptes bovis Sarcoptes scabiei Dectomax injectable solution has been proved to effectively control infections and to protect cattle from reinfection with Ostertagia ostertagi for 21 days, and Cooperia punctata and Dictyocaulus viviparus for 28 days after treatment. For the treatment and control of the following nematode and arthropod parasites in swine. GASTROINTESTINAL ROUNDWORMS Hyostrongylus rubidus - Adults Ascaris suum - Adults, and fourth-stage larvae Oesophagostomum dentatum - Adults, and fourth-stage larvae Oesophagostomum quadrispinulatum - Adults Strongyloides ransomi - Adults LUNGWORMS Metastrongylus spp. - Adults KIDNEYWORMS Stephanurus dentatus - Adults SUCKING LICE Haematopinus suis - Adults and Immature stages MANGE MITES Sarcoptes scabiei var. suis - Adults and Immature stages Launch Date 1997

PubMed

Title	Date	PubMed
Comparison of ivermectin, doramectin, selamectin, and eleven intermediates in a nematode larval development assay.	2001 Jun	11426737

Patents

Sample Use Guides

In Vivo Use Guide

Cattle - 200 mcg/kg doramectin/kg bodyweight (1 mL/110 lb) Swine - 300 mcg/kg doramectin/kg bodyweight (1 mL/75 lb)

Route of Administration: Intramuscular

In Vitro Use Guide

0.001 µg/ml

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:30:31 GMT 2023` Edited by `admin` on `Fri Dec 15 16:30:31 GMT 2023`
Record UNII	KGD7A54H5P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DORAMECTIN

Official Name

English

doramectin [INN]

Common Name

English

DORAMECTIN [JAN]

Common Name

English

DECTOMAX

Brand Name

English

DORAMECTIN [MI]

Common Name

English

NSC-760342

Code

English

UK-67,994

Code

English

UK-67994

Code

English

DORAMECTIN [MART.]

Common Name

English

L-701023

Code

English

L 701023

Code

English

DORAMECTIN [HSDB]

Common Name

English

DORAMECTIN [GREEN BOOK]

Common Name

English

UK 67994

Code

English

DORAMECTIN [USAN]

Common Name

English

AVERMECTIN A1A, 25-CYCLOHEXYL-5-O-DEMETHYL-25-DE(1-METHYLPROPYL)-

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 524.770