Candicidin

Candicidin
Clinical data
ATC code	G01AA04 (WHO) ;
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	1403-17-4 ;
PubChem CID	441142;
DrugBank	DB01152 ;
ChemSpider	10128184 ;
UNII	48N2IYJ202;
ChEMBL	ChEMBL1200647 ;
ECHA InfoCard	100.014.330
Chemical and physical data
Formula	C59H84N2O18
Molar mass	1109.317 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:YKSVGLFNJPQDJE-WDANKXQLSA-N ;
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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]

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

References

^ "Product information Candicidin" (PDF). Toku-E. 2012-01-11. Archived from the original (PDF) on 2014-04-08. Retrieved 2012-06-11.
^ 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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Clinical data

ATC code	G01AA04 (WHO)
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	1403-17-4^Y
PubChem CID	441142
DrugBank	DB01152^Y
ChemSpider	10128184^Y
UNII	48N2IYJ202
ChEMBL	ChEMBL1200647^N
ECHA InfoCard	100.014.330
Chemical and physical data
Formula	C₅₉H₈₄N₂O₁₈
Molar mass	1109.317 g·mol⁻¹
3D model (JSmol)	Interactive image
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
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