Chemistry: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 ;
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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Short description: Pharmaceutic extract from Streptomyces griseus

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". Toku-E. 2012-01-11. http://www.toku-e.com/Upload/Products/PDS/20120604006556.pdf.
↑ "Candicidin and other polyenic antifungal antibiotics". Bulletin of the World Health Organization 33 (2): 219–26. 1965. PMID 5320588.

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Original source: https://en.wikipedia.org/wiki/Candicidin. Read more

[1] "Product information Candicidin". Toku-E. 2012-01-11. http://www.toku-e.com/Upload/Products/PDS/20120604006556.pdf.

[pmid5320588-2] "Candicidin and other polyenic antifungal antibiotics". Bulletin of the World Health Organization 33 (2): 219–26. 1965. 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
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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