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Details

Stereochemistry UNKNOWN
Molecular Formula C55H103N3O17
Molecular Weight 1078.4162
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 20
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIMYCIN

SMILES

CCCCC1C(O)C(C)CCC(O)CCCC(O)CCCC(O)C(C)=CC(OC2OC(CO)C(O)C2O)C(O)CC(O)CC(O)CC(O)CC(O)CCCCC(C)=CC(C)C(OC1=O)C(C)C(O)CCCNC(N)=N

InChI

InChIKey=NYWSLZMTZNODJM-VGYJEUDWSA-N
InChI=1S/C55H103N3O17/c1-7-8-19-43-49(69)33(3)22-23-38(61)17-11-16-37(60)18-12-20-44(66)34(4)26-47(73-54-51(71)50(70)48(31-59)74-54)46(68)30-42(65)29-41(64)28-40(63)27-39(62)15-10-9-14-32(2)25-35(5)52(75-53(43)72)36(6)45(67)21-13-24-58-55(56)57/h25-26,33,35-52,54,59-71H,7-24,27-31H2,1-6H3,(H4,56,57,58)/b32-25-,34-26-

HIDE SMILES / InChI

Molecular Formula C55H103N3O17
Molecular Weight 1078.4162
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 20
E/Z Centers 0
Optical Activity UNSPECIFIED

Primycin is a topical antibiotic developed in Hungary for the local treatment of certain superficial and deep infections of the skin and subcutaneous tissue. Primycin is a complex of macrocyclic antibiotics comprising 20 compounds. Primycin possesses good in vitro activity against Staphylococcus aureus and coagulase-negative staphylococci, but its activity against Sirepiococctts pyogenes and enterococci is moderate. It is active against Micrococcus and Bacillus spp. but is inactive against Corynebacterium spp. It is inactive against Enterofojcterwceae and Pseudomonas aeruginosa, yeasts, and dermatophytes. The median lethal dose in the mouse is greater than 3,000 mg/kg of body weight orally and 56 mg/kg intraperitoneally. No skin lesions have been observed after chronic cutaneous applications (90 days) in the rabbit.

Originator

Sources: Nature (1954), 174, (4441), 1105-6.

Approval Year

PubMed

PubMed

TitleDatePubMed
Complex formation between primycin and ergosterol: entropy-driven initiation of modification of the fungal plasma membrane structure.
2012 Apr
Effect of primycin on growth-arrested cultures and cell integrity of Staphylococcus aureus.
2017 Jun 1
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:33:34 GMT 2023
Edited
by admin
on Fri Dec 15 15:33:34 GMT 2023
Record UNII
M3Y14N50DX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRIMYCIN
INN   MI   WHO-DD  
INN  
Official Name English
CHINOPRICIN
Common Name English
GUANIDINE, (5-(19-(.ALPHA.-D-ARABINOFURANOSYLOXY)-35-BUTYL-10,12,14,16,18,22,26,30,34-NONAHYDROXY-3,5,21,33-TETRAMETHYL-36-OXOOXACYCLOHEXATRIACONTA-4,20-DIEN-2-YL)-4-HYDROXYHEXYL)-
Systematic Name English
PRIMYCIN A1
Common Name English
PRIMYCIN [MI]
Common Name English
primycin [INN]
Common Name English
Primycin [WHO-DD]
Common Name English
(5-(19-(.ALPHA.-D-ARABINOFURANOSYLOXY)-35-BUTYL-10,12,14,16,18,22,26,30,34-NONAHYDROXY-3,5,21,33-TETRAMETHYL-36-OXOOXACYCLOHEXATRIACONTA-4,20-DIEN-2-YL)-4-HYDROXYHEXYL)GUANIDINE
Common Name English
DEBRYCIN
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID101023587
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
NCI_THESAURUS
C174690
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
RXCUI
2479689
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
FDA UNII
M3Y14N50DX
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
MERCK INDEX
m9138
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY Merck Index
INN
4281
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
CAS
47917-41-9
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
PUBCHEM
139033084
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
EVMPD
SUB10046MIG
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104433
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
SMS_ID
100000081637
Created by admin on Fri Dec 15 15:33:34 GMT 2023 , Edited by admin on Fri Dec 15 15:33:34 GMT 2023
PRIMARY
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