cilofungin

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 444209640

| ImageFile = Cilofungin.svg

| ImageSize = 300px

| IUPACName = N-[(11R,20R,21R,25S,26S)-6-[(1S,2S)-1,2-Dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis(1-hydroxyethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.09,13]heptacosan-18-yl]-4-(octyloxy)benzamide

| OtherNames = 1-[(4R,5R)-4,5-Dihydroxy-N2-[p-(octyloxy)benzoyl]-L-ornithine]echinocandin B{{cite web|title=International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names (Rec. INN): List 29|url=https://www.who.int/medicines/publications/druginformation/innlists/RL29.pdf|publisher=World Health Organization}}

(4R,5R)-4,5-Dihydroxy-N2-[p-(octyloxy)benzoyl]-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4-(p-hydroxyphenyl)-L-threonyl-L-threonyl-(3S,4S)-3-hydroxy-4-methyl-L-proline cyclic (6→1)-peptide

| Section1 = {{Chembox Identifiers

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 8ZJC54A39X

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=79404-91-4

| PubChem = 6918120

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 2103748

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 5293334

| SMILES = O=C2N5[C@H](C(=O)N[C@H](O)[C@H](O)C[C@H](NC(=O)c1ccc(OCCCCCCCC)cc1)C(=O)N[C@H](C(=O)N4[C@H](C(=O)N[C@H](C(=O)N[C@H]2[C@H](O)C)[C@H](O)[C@@H](O)c3ccc(O)cc3)C[C@@H](O)C4)[C@H](O)C)[C@@H](O)[C@@H](C)C5

| InChI = 1/C49H71N7O17/c1-5-6-7-8-9-10-19-73-31-17-13-28(14-18-31)42(65)50-32-21-34(61)45(68)54-47(70)38-39(62)24(2)22-56(38)49(72)36(26(4)58)52-46(69)37(41(64)40(63)27-11-15-29(59)16-12-27)53-44(67)33-20-30(60)23-55(33)48(71)35(25(3)57)51-43(32)66/h11-18,24-26,30,32-41,45,57-64,68H,5-10,19-23H2,1-4H3,(H,50,65)(H,51,66)(H,52,69)(H,53,67)(H,54,70)/t24-,25+,26+,30+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41-,45+/m0/s1

| InChIKey = ZKZKCEAHVFVZDJ-MTUMARHDBF

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C49H71N7O17/c1-5-6-7-8-9-10-19-73-31-17-13-28(14-18-31)42(65)50-32-21-34(61)45(68)54-47(70)38-39(62)24(2)22-56(38)49(72)36(26(4)58)52-46(69)37(41(64)40(63)27-11-15-29(59)16-12-27)53-44(67)33-20-30(60)23-55(33)48(71)35(25(3)57)51-43(32)66/h11-18,24-26,30,32-41,45,57-64,68H,5-10,19-23H2,1-4H3,(H,50,65)(H,51,66)(H,52,69)(H,53,67)(H,54,70)/t24-,25+,26+,30+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41-,45+/m0/s1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = ZKZKCEAHVFVZDJ-MTUMARHDSA-N

| MeSHName = Cilofungin

}}

| Section2 = {{Chembox Properties

| C=49 | H=71 | N=7 | O=17

| MolarMass = 1030.12474

| Appearance =

| Density =

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| Section3 = {{Chembox Hazards

| MainHazards =

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Cilofungin (INN) is the first clinically applied member of the echinocandin family of antifungal drugs. It was derived from a fungus in the genus Aspergillus. It accomplishes this by interfering with an invading fungus' ability to synthesize the cell wall (specifically, it inhibits the synthesis of (1→3)-β-D-glucan).{{cite book

| last = Hudler

| first = George

| title = Magical Mushrooms, Mischievous Molds

| url = https://archive.org/details/magicalmushrooms00hudl

| url-access = registration

| publisher = Princeton University Press

| date = 1998

| location = Princeton, New Jersey

| pages = [https://archive.org/details/magicalmushrooms00hudl/page/112 112]

| isbn = 978-0-691-07016-2}}

References

{{reflist}}

{{antifungals}}

Category:Abandoned drugs

Category:Antifungals

Category:Echinocandins

{{antiinfective-drug-stub}}