Candicidin: Difference between revisions

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{{Drugbox
{{Drugbox
| IUPAC_name       = 33-[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-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
| Verifiedfields = changed
| image             = Candicidin.png
| Watchedfields = changed
| CAS_number        = 1403-17-4
| verifiedrevid = 460122980
| ATC_prefix        = G01
| IUPAC_name = 33-[(3-Amino-3,6-dideoxy-<small>D</small>-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
| ATC_suffix        = AA04
| image = Candicidin.png
| PubChem          = 441142
 
| DrugBank          = APRD00843
<!--Clinical data-->
| C=59|H=84|N=2|O=18
| tradename =   
| molecular_weight = 875.9947 g/mol
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| bioavailability  =
| pregnancy_US = <!-- A / B            / C / D / X -->
| protein_bound    =
| pregnancy_category =   
| metabolism        =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| elimination_half-life =
| legal_CA = <!--            / Schedule I, II, III, IV, V, VI, VII, VIII -->
| excretion        =
| legal_UK = <!-- GSL        / P      / POM / CD / Class A, B, C -->
| pregnancy_AU     = <!-- A / B1 / B2 / B3 / C / D / X -->
| legal_US = <!-- OTC                  / Rx-only  / Schedule I, II, III, IV, V -->
| pregnancy_US     = <!-- A / B            / C / D / X -->
| legal_status =
| pregnancy_category=   
| routes_of_administration =
| legal_AU         = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
 
| legal_CA         = <!--            / Schedule I, II, III, IV, V, VI, VII, VIII -->
<!--Pharmacokinetic data-->
| legal_UK         = <!-- GSL        / P      / POM / CD / Class A, B, C -->
| bioavailability = 
| legal_US         = <!-- OTC                  / Rx-only  / Schedule I, II, III, IV, V -->
| protein_bound = 
| legal_status     =  
| metabolism = 
| routes_of_administration =  
| elimination_half-life = 
| excretion =
 
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 1403-17-4
| ATC_prefix = G01
| ATC_suffix = AA04
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YKSVGLFNJPQDJE-WDANKXQLSA-N
| PubChem = 441142
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01152
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10128184
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 48N2IYJ202
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1200647
 
<!--Chemical data-->
| C=59 | H=84 | N=2 | O=18
| molecular_weight = 1109,32 g/mol
| 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
}}
}}
{{SI}}


'''Candicidin''' is an [[Antifungal medication|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]].<ref>{{ cite web | title = Product information Candicidin | url = http://www.toku-e.com/Upload/Products/PDS/20120604006556.pdf | format = pdf | publisher = Toku-E | date = 2012-01-11 | accessdate = 2012-06-11 }}</ref>


'''Candicidin''' is an [[antibiotic]].
This [[Bioactive compounds|bioactive compound]] was named candicidin, because of its high activity on '' Candida albicans''.<ref>Selman A. Waksman, Hubert A. Lechevalier & Carl P. Schaffner: ''Candicidin and other Polyenic Antifungal Antibiotics'', 1965, 33, 219-226</ref>


== References ==
{{reflist}}


{{Gynecological anti-infectives and antiseptics}}
{{Gynecological anti-infectives and antiseptics}}


[[Category:Macrolide antibiotics]]
[[Category:Macrolides]]
[[Category:Antifungals]]
 


{{WH}}
{{genito-urinary-drug-stub}}
{{WS}}

Revision as of 13:38, 10 April 2015

Candicidin
Clinical data
ATC code
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
E number{{#property:P628}}
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Chemical and physical data
FormulaC59H84N2O18
Molar mass1109,32 g/mol
3D model (JSmol)
 ☒N☑Y (what is this?)  (verify)

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

  1. "Product information Candicidin" (pdf). Toku-E. 2012-01-11. Retrieved 2012-06-11.
  2. Selman A. Waksman, Hubert A. Lechevalier & Carl P. Schaffner: Candicidin and other Polyenic Antifungal Antibiotics, 1965, 33, 219-226


Template:Genito-urinary-drug-stub