candicidin D (CHEBI:3349)

CHEBI:3349 - candicidin D

ChEBI ID	CHEBI:3349
ChEBI Name	candicidin D
Stars
Definition	A 38-membered ring lactone containing seven (E)-double bonds between positions 22 and 35 and substituted by hydroxy groups at positions 9, 11, 13, 17 and 19, oxo groups at positions 3, 7 and 15, a carboxy group at position 18, a 3-amino-3,6-dideoxymannopyranosyloxy group at position 21, a methyl group at position 36 and a 7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl group at position 37. It is the major component of candicidin, a mixture of antifungal heptaene macrolides obtained from a strain of Streptomyces griseus.
Last Modified	9 July 2015
Downloads	Molfile

Formula	C59H84N2O18
Net Charge	0
Average Mass	1109.317
Monoisotopic Mass	1108.57191
SMILES	CC1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C(OC2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)CC(O)C(C(=O)O)C(O)CC(=O)CC(O)CC(O)CC(O)CC(=O)CCCC(=O)CC(=O)OC1C(C)CC(C)C(O)CC(=O)c1ccc(N)cc1
InChI	InChI=1S/C59H84N2O18/c1-35-18-15-13-11-9-7-5-6-8-10-12-14-16-21-47(78-59-56(74)54(61)55(73)38(4)77-59)33-51(71)53(58(75)76)50(70)31-46(67)30-45(66)29-44(65)28-43(64)27-41(62)19-17-20-42(63)32-52(72)79-57(35)37(3)26-36(2)48(68)34-49(69)39-22-24-40(60)25-23-39/h5-16,18,21-25,35-38,43-45,47-48,50-51,53-57,59,64-66,68,70-71,73-74H,17,19-20,26-34,60-61H2,1-4H3,(H,75,76)/b6-5+,9-7+,10-8+,13-11+,14-12+,18-15+,21-16+/t35?,36?,37?,38-,43?,44?,45?,47?,48?,50?,51?,53?,54+,55-,56+,57?,59?/m1/s1
InChIKey	OPGSFDUODIJJGF-JBUZINEHSA-N

Wikipedia

Roles Classification

bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

antifungal drug Any antifungal agent used to prevent or treat fungal infections in humans or animals.

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

antifungal drug Any antifungal agent used to prevent or treat fungal infections in humans or animals.

ChEBI Ontology

Outgoing Relation(s)
	candicidin D (CHEBI:3349) has role antifungal drug (CHEBI:86327)
	candicidin D (CHEBI:3349) has role bacterial metabolite (CHEBI:76969)
	candicidin D (CHEBI:3349) is a macrolide antibiotic (CHEBI:25105)
	candicidin D (CHEBI:3349) is a polyene antibiotic (CHEBI:26177)
Incoming Relation(s)
Incoming Relation(s)	candicidin (CHEBI:354984) has part candicidin D (CHEBI:3349)

IUPAC Name
(23E,25E,27E,29E,31E,33E,35E)-22-[(3-amino-3,6-dideoxy-D-mannopyranosyl)oxy]-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxooxacyclooctatriaconta-23,25,27,29,31,33,35-heptaene-19-carboxylic acid

Citations