EFROTOMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C59H88N2O20
Molecular Weight	1145.3314
Optical Activity	UNSPECIFIED
Defined Stereocenters	21 / 21
E/Z Centers	7
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]1(O[C@H](\C=C\C=C\C=C(/C)C(=O)C2=C(O)C=CN(C)C2=O)[C@H](O)[C@@H]1O)[C@H](C)[C@H](OC)C(\C)=C\C=C\CNC(=O)[C@@H](CC)[C@@]3(O)O[C@@H](\C=C\C=C/C)C(C)(C)[C@@H](O[C@]4([H])O[C@H](C)[C@@H](O[C@]5([H])O[C@@H](C)[C@H](OC)[C@@H](O)[C@H]5OC)[C@@H](OC)[C@H]4O)[C@H]3O

InChI

InChIKey=ASOJLQIBBYOFDE-SBHXXGSWSA-N

InChI=1S/C59H88N2O20/c1-15-17-19-27-39-58(8,9)53(80-56-45(67)50(74-13)49(35(7)76-56)79-57-51(75-14)44(66)48(73-12)34(6)77-57)52(68)59(71,81-39)36(16-2)54(69)60-29-23-22-25-32(4)46(72-11)33(5)47-43(65)42(64)38(78-47)26-21-18-20-24-31(3)41(63)40-37(62)28-30-61(10)55(40)70/h15,17-28,30,33-36,38-39,42-53,56-57,62,64-68,71H,16,29H2,1-14H3,(H,60,69)/b17-15-,20-18+,23-22+,26-21+,27-19+,31-24+,32-25+/t33-,34+,35-,36-,38-,39+,42+,43+,44-,45-,46-,47+,48+,49-,50+,51-,52-,53+,56+,57+,59-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/international/efrotomycin.html | http://www.famic.go.jp/ffis/oie/obj/a5_et.pdf | https://www.ncbi.nlm.nih.gov/pubmed/994327

Efrotomycin (ET) is an antibiotic obtained by the incubation of Nocardia lacamduranns, and composed of 4 components: Efrotomycin A1, Efrotomycin A2, Efrotomycin B1, and Efrotomycin B2. Although its antibacterial spectrum is narrow, ET has an antibacterial effect on part of the Grampositive bacteria and on treponema, and has a growth promoting effect on pigs etc. ET is a pure-grade antibiotic that was designated as a feed additive. Under the brand name Producil Efrotomycin was indicated for increased rate of weight gain when incorporated into complete swine feeds at 3.6 to 14.5 g/ton. This antibiotic is a potent inhibitor of bacterial protein synthesis by interfering with peptide transfer reactions associated with the elongation factor Tu.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Elongation factor Tu 1 1 Target ID: P0CE47 Gene ID: 947838.0 Gene Symbol: tufA Target Organism: Escherichia coli (strain K12) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1590753 \| https://www.ncbi.nlm.nih.gov/pubmed/8515234 \| https://www.ncbi.nlm.nih.gov/pubmed/2499247	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Swine growth and development problems 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6314312 https://www.ncbi.nlm.nih.gov/pubmed/3667459 https://www.ncbi.nlm.nih.gov/pubmed/3073676	Primary		Approved 8429	Producil Approved Use For increased rate of weight gain when incorporated into complete swine feeds at 3.6 to 14.5 g/ton. Feed Efficiency: For improved feed efficiency when incorporated into complete swine feeds at 3.6 g/ton. Launch Date 1992

PubMed

Title	Date	PubMed
Screening for new compounds with antiherpes activity.	1984 Oct	6517562

Patents

Sample Use Guides

In Vivo Use Guide

Pigs: Dosage: Form: A free-flowing, non-dusty, granular premix containing 32 grams of efrotomycin activity per kilogram intended for incorporation in swine rations. Route of administration: Orally as an additive to swine feeds. Recommended dosage: The effective range for efrotomycin use in swine is 4 to 16 ppm (3.6 to 14.5 g/ton) inclusive for increases in average daily gain and 4 ppm (3.6 g/ton) for improvements in feed efficiency. Blend Producil into complete swine feeds at 4 oz - 16 oz per ton to supply 3.6 g - 14.5 g efrotomycin per ton of feed.

Route of Administration: Oral

In Vitro Use Guide

Efrotomycin (MIC50 = 0.125, MIC90 = 0.25 ug/ml) was highly active against C. difficile.

Name

Type

Language

EFROTOMYCIN

Official Name

English

EFROTOMYCIN [MI]

Common Name

English

PRODUCIL

Brand Name

English

MOCIMYCIN, 31-O-(6-DEOXY-4-O-(6-DEOXY-2,4-DI-O-METHYL-.ALPHA.-L-MANNOPYRANOSYL)-3-O-METHYL-.BETA.-D-ALLOPYRANOSYL)-1-METHYL-

Common Name

English

EFROTOMYCIN [GREEN BOOK]

Common Name

English

efrotomycin [INN]

Common Name

English

MK-621

Code

English

EFROTOMYCIN [USAN]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 558.235