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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H58O12
Molecular Weight 670.8278
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTAMYCIN

SMILES

[H][C@@]1([C@H](O)CCCCC)[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)[C@@H](O)[C@H](O)\C(C)=C\C=C\C=C\C=C\C=C\[C@H](O)[C@@H](C)OC1=O

InChI

InChIKey=AGJUUQSLGVCRQA-SWOUQTJZSA-N
InChI=1S/C35H58O12/c1-4-5-11-16-29(41)32-30(42)20-26(38)18-24(36)17-25(37)19-27(39)21-31(43)34(45)33(44)22(2)14-12-9-7-6-8-10-13-15-28(40)23(3)47-35(32)46/h6-10,12-15,23-34,36-45H,4-5,11,16-21H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,22-14+/t23-,24+,25-,26+,27-,28+,29-,30+,31-,32-,33-,34-/m1/s1

HIDE SMILES / InChI

Molecular Formula C35H58O12
Molecular Weight 670.8278
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 12 / 12
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Pentamycin, also called fungichromin, is a macrolide antibiotic. Pentamycin is a polyene antifungal antibiotic obtained from Streptomyces pentaticus. Pentamycin is a unique treatment for all types of infectious vaginitis, a common condition affecting up to 10% of all women each year whose treatment generates more than 100 million prescriptions per year across Europe and North America. Pentamycin has been shown to be effective against all pathogens which cause infectious vaginitis without negative effect on critical components of the vagina ’s natural flora. Pentamycin is not absorbed into the bloodstream and is well tolerated. In addition, its spectrum includes activity against pathogens resistant to current standard treatment. Pentamycin under the brand name FemiFec is approved in Switzerland for the treatment of vaginitis. FemiFect is the first broad-spectrum antibiotic approved to treat all three of the most common infections known to cause vaginitis: bacteria, fungi and protozoa. Due to the specific molecular structure of pentamycin, FemiFect has several unique properties that clearly differentiate it from existing products: Broad spectrum: Effective against all major pathogens involved in vaginitis; Safety profile: No systemic absorption due to a large molecule size; Resistance: No development of resistance reported to date.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
FemiFect

PubMed

Sample Use Guides

In Vivo Use Guide
Intravaginally (3-100 mg) daily for 6 days.
Route of Administration: Vaginal
In Vitro Use Guide
Treatment with 15 ug/mL (22 uM) of Pentamycin for 1 h or with ≥1 ug/mL (≥1.5 uM) for 24 h totally eradicated trichomonads
Substance Class Chemical
Record UNII
1JB340D58S
Record Status Validated (UNII)
Record Version