Candicidin

Candicidin is an antifungal compound obtained from Streptomyces griseus. It is active against some fungi including Candida albicans. Candicidin is administered intravaginally in the treatment of vulvovaginal candidiasis.[1]

Candicidin
Clinical data
ATC code
Identifiers
IUPAC name
  • 33-[(3-Amino-3,6-dideoxy-D-mannopyranosyl)oxy]-17-[6-(4-aminophenyl)-4-hydroxy-1,3-dimethyl-6-oxohexyl]-1,3,5,7,37-pentahydroxy-18-methyl-9,13,15-trioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
ECHA InfoCard100.014.330
Chemical and physical data
FormulaC59H84N2O18
Molar mass1109.317 g·mol−1
3D model (JSmol)
SMILES
  • Nc1ccc(cc1)C(=O)CC(O)C(C)CC(C)C3OC(=O)CC(=O)CCCC(=O)CC(O)CC(O)CC(O)CC4(O)CC(O)C(C(=O)O)C(CC(OC2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)C=CC=CC=CC=CC=CC=CC=CC3C)O4
InChI
  • InChI=1S/C59H84N2O18/c1-35-18-15-13-11-9-7-5-6-8-10-12-14-16-21-46(77-58-55(72)53(61)54(71)38(4)76-58)31-50-52(57(73)74)49(69)34-59(75,79-50)33-45(66)29-44(65)28-43(64)27-41(62)19-17-20-42(63)30-51(70)78-56(35)37(3)26-36(2)47(67)32-48(68)39-22-24-40(60)25-23-39/h5-16,18,21-25,35-38,43-47,49-50,52-56,58,64-67,69,71-72,75H,17,19-20,26-34,60-61H2,1-4H3,(H,73,74)/b6-5-,9-7-,10-8-,13-11-,14-12-,18-15-,21-16-/t35?,36?,37?,38-,43?,44?,45?,46?,47?,49?,50?,52?,53+,54-,55+,56?,58?,59?/m1/s1 Y
  • Key:YKSVGLFNJPQDJE-WDANKXQLSA-N Y
 NY (what is this?)  (verify)

This bioactive compound was named candicidin, because of its high activity on Candida albicans.[2]

References
  1. "Product information Candicidin" (PDF). Toku-E. 2012-01-11. Archived from the original (PDF) on 2014-04-08. Retrieved 2012-06-11.
  2. Waksman SA, Lechevalier HA, Schaffner CP (1965). "Candicidin and other polyenic antifungal antibiotics". Bulletin of the World Health Organization. 33 (2): 219–26. PMC 2475843. PMID 5320588.


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