MEGALOMICIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H80N2O15
Molecular Weight	877.1104
Optical Activity	UNSPECIFIED
Defined Stereocenters	22 / 22
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]2(O[C@H]1C[C@@](C)(O)[C@@H](O)[C@H](C)O1)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O[C@H]3C[C@H]([C@@H](O)[C@H](C)O3)N(C)C)[C@]([H])(O[C@@H]4O[C@H](C)C[C@@H]([C@H]4O)N(C)C)[C@H]2C

InChI

InChIKey=LRWRQTMTYVZKQW-WWDNQWNISA-N

InChI=1S/C44H80N2O15/c1-16-30-44(11,54)37(50)23(4)33(47)21(2)19-43(10,61-31-18-29(46(14)15)34(48)26(7)56-31)39(60-41-35(49)28(45(12)13)17-22(3)55-41)24(5)36(25(6)40(52)58-30)59-32-20-42(9,53)38(51)27(8)57-32/h21-32,34-39,41,48-51,53-54H,16-20H2,1-15H3/t21-,22-,23+,24+,25-,26+,27+,28+,29-,30-,31+,32+,34+,35-,36+,37-,38+,39-,41+,42-,43-,44-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4390258 | https://www.ncbi.nlm.nih.gov/pubmed/9296385 | https://www.ncbi.nlm.nih.gov/pubmed/8631986 | https://www.ncbi.nlm.nih.gov/pubmed/9434722

Megalomicin is a Micromonospora-produced macrolide antibiotic complex. Megalomicin A component was studied most extensively. It inhibited the ATP-dependent acidification of lysosomes and intra-Golgi transport in vitro. Megalomicin induces a powerful inhibitory effect on HIV-1 replication at nontoxic concentrations by preventing the processing of HIV-1 gp160 envelope protein and the subsequent formation of infectious viral particles.

Originator

Approval Year

PubMed

Title	Date	PubMed
Biological activity of megalomicin, a new Micromonospora-produced macrolide antibiotic complex.	1969 Jun	4390258
Biological activity of megalomicin A phosphate, a water-soluble salt of megalomicin A.	1971 May	4996819
Intra-Golgi transport inhibition by megalomicin.	1996 Feb 16	8631986
Megalomicin disrupts lysosomal functions.	1997 Aug	9296385
Megalomicin inhibits HIV-1 replication and interferes with gp160 processing.	1997 Dec 22	9434722

Name

Type

Language

MEGALOMICIN

Official Name

English

SCH-13430

Code

English

megalomicin [INN]

Common Name

English

MEGALOMICIN A

Common Name

English

SCH 13430

Code

English

Code System Code Type Description

EVMPD

SUB08711MIG