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Details

Stereochemistry ABSOLUTE
Molecular Formula C44H80N2O15.2K.2H2O4P
Molecular Weight 1149.2815
Optical Activity UNSPECIFIED
Defined Stereocenters 22 / 22
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEGALOMICIN POTASSIUM PHOSPHATE

SMILES

[K+].[K+].OP(O)([O-])=O.OP(O)([O-])=O.[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=YVWJEFDUJZGAQS-CTMPRURZSA-L
InChI=1S/C44H80N2O15.2K.2H3O4P/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;;;2*1-5(2,3)4/h21-32,34-39,41,48-51,53-54H,16-20H2,1-15H3;;;2*(H3,1,2,3,4)/q;2*+1;;/p-2/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

Molecular Formula C44H80N2O15
Molecular Weight 877.1104
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 22 / 22
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula K
Molecular Weight 39.0983
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O4P
Molecular Weight 96.9872
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Biological activity of megalomicin A phosphate, a water-soluble salt of megalomicin A.
1971 May
Intra-Golgi transport inhibition by megalomicin.
1996 Feb 16
Megalomicin disrupts lysosomal functions.
1997 Aug
Megalomicin inhibits HIV-1 replication and interferes with gp160 processing.
1997 Dec 22
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:05:09 GMT 2023
Edited
by admin
on Fri Dec 15 15:05:09 GMT 2023
Record UNII
P368DJZ2JM
Record Status Validated (UNII)
Record Version
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Name Type Language
MEGALOMICIN POTASSIUM PHOSPHATE
USAN  
USAN  
Official Name English
SCH 13430.2KH
Code English
MEGALOMICIN A COMPOUND WITH POTASSIUM DIHYDROGEN PHOSPHATE (1:2)
Common Name English
SCH 13430.2KH2PO4
Code English
MEGALOMICIN POTASSIUM PHOSPHATE [USAN]
Common Name English
SCH 13430.2KH(SUB 2)PO(SUB 4)
Code English
Code System Code Type Description
PUBCHEM
31863
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110742
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
PRIMARY
CAS
51481-68-6
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
SUPERSEDED
FDA UNII
P368DJZ2JM
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
PRIMARY
NCI_THESAURUS
C174829
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
PRIMARY
CAS
23319-48-4
Created by admin on Fri Dec 15 15:05:09 GMT 2023 , Edited by admin on Fri Dec 15 15:05:09 GMT 2023
PRIMARY
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