pentamycin

Also known as (3R,4S,6S,8S,10R,12R,14R,15R,16R,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,15,16,27-nonahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one

Pentamycin, also called fungichromin, is a macrolide antimicrobial. Pentamycin is a polyene antifungal antibiotic obtained from Streptomyces pentaticus. It is used in the treatment of vaginal candidiasis, for the protozoal infection trichomoniasis, and mixed infections. A 3 mg vaginal pessary is inserted once or twice daily for 5-10 days. It is also used to treat pulmonary aspergillosis as a dry powder inhalation system.

In the Vinony graph

Within Vinony's link graph, pentamycin is referenced by 52 other articles, and connects out to polyene antimycotic, medication and International Standard Book Number.

It is catalogued under topics including Chemical pages without DrugBank identifier, Drugs with no legal status and ECHA InfoCard ID from Wikidata.

Its subject is documented across 6 Wikipedia language editions.

Chemical data

Formula: C35H58O12
Molecular weight: 670.8 g/mol
IUPAC name: (3R,4S,6S,8S,10R,12R,14R,15R,16R,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,15,16,27-nonahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
SMILES: CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H]([C@H]([C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O)O
InChIKey: AGJUUQSLGVCRQA-SWOUQTJZSA-N
XLogP: 2.2
Polar surface area: 229 Å²
H-bond donors: 10
H-bond acceptors: 12
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 670.392827296

Show 4 more facts

chemical formula: C₃₅H₅₈O₁₂
canonical SMILES: CCCCCC(C1C(CC(CC(CC(CC(CC(C(C(C(=CC=CC=CC=CC=CC(C(OC1=O)C)O)C)O)O)O)O)O)O)O)O)O
isomeric SMILES: CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H]([C@H]([C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O)O
found in taxon: Streptomyces

Sources (2)

via Wikidata · CC0

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