PRIMYCIN SULFATE

Details

Stereochemistry	UNKNOWN
Molecular Formula	2C55H103N3O17.H2O4S
Molecular Weight	2254.911
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 40
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(O)(=O)=O.CCCCC1C(O)C(C)CCC(O)CCCC(O)CCCC(O)\C(C)=C\C(OC2OC(CO)C(O)C2O)C(O)CC(O)CC(O)CC(O)CC(O)CCCC\C(C)=C\C(C)C(OC1=O)C(C)C(O)CCCNC(N)=N.CCCCC3C(O)C(C)CCC(O)CCCC(O)CCCC(O)\C(C)=C\C(OC4OC(CO)C(O)C4O)C(O)CC(O)CC(O)CC(O)CC(O)CCCC\C(C)=C\C(C)C(OC3=O)C(C)C(O)CCCNC(N)=N

InChI

InChIKey=BZARQXGRENRAGM-YQALYVIGSA-N

InChI=1S/2C55H103N3O17.H2O4S/c2*1-7-8-19-43-49(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;1-5(2,3)4/h2*25-26,33,35-52,54,59-71H,7-24,27-31H2,1-6H3,(H4,56,57,58);(H2,1,2,3,4)/b2*32-25+,34-26+;

HIDE SMILES / InChI

Molecular Formula	H2O4S
Molecular Weight	98.078
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25179867 | https://www.ncbi.nlm.nih.gov/pubmed/23168406 | https://www.ncbi.nlm.nih.gov/pubmed/22274705 | https://www.ncbi.nlm.nih.gov/pubmed/2478862https://www.ncbi.nlm.nih.gov/pubmed/28263102 |

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

Approval Year

PubMed

Title	Date	PubMed
Effect of primycin on growth-arrested cultures and cell integrity of Staphylococcus aureus.	2017-06-01	28263102
Complex formation between primycin and ergosterol: entropy-driven initiation of modification of the fungal plasma membrane structure.	2012-04	22274705

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:11:34 GMT 2025` Edited by `admin` on `Mon Mar 31 23:11:34 GMT 2025`
Record UNII	V303FVN95C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DEBRYCIN SULFATE

Preferred Name

English

PRIMYCIN SULFATE

Common Name

English

PRIMYCIN SULFATE [MI]

Common Name

English

Primycin sulfate [WHO-DD]

Common Name

English

PRIMYCIN SULPHATE

Common Name

English

GUANIDINE, N-(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)-, SULFATE (2:1)

Systematic Name

English

PRIMYCIN A1, SULFATE (2:1) SALT

Common Name

English

Code System Code Type Description

CAS

30003-49-7