CILOFUNGIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C49H71N7O17
Molecular Weight	1030.1247
Optical Activity	UNSPECIFIED
Defined Stereocenters	15 / 15
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@H](O)CN1C(=O)[C@@]([H])(NC(=O)[C@H](C[C@@H](O)[C@@H](O)NC(=O)[C@]3([H])[C@@H](O)[C@@H](C)CN3C(=O)[C@@]([H])(NC(=O)[C@@]([H])(NC2=O)[C@H](O)[C@@H](O)C4=CC=C(O)C=C4)[C@@H](C)O)NC(=O)C5=CC=C(OCCCCCCCC)C=C5)[C@@H](C)O

InChI

InChIKey=ZKZKCEAHVFVZDJ-MTUMARHDSA-N

InChI=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

HIDE SMILES / InChI

Molecular Formula	C49H71N7O17
Molecular Weight	1030.1247
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	15 / 15
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16446788 | https://www.ncbi.nlm.nih.gov/pubmed/7666125 | https://www.ncbi.nlm.nih.gov/pubmed/8092841

ilofungin is a narrow spectrum antimycotic patented by a pharmaceutical company Eli Lilly and Co in 1981. Cilofungin is particularly active against the opportunistic fungal pathogen Candida albicans. Cilofungin action is exerted through inhibition of the synthesis of (1,3)-beta-glucan, an essential cell wall component, it invades a fungus' ability to synthesize cell walls.

Originator

Approval Year

PubMed

Title	Date	PubMed
Identification and characterization of the echinocandin B biosynthetic gene cluster from Emericella rugulosa NRRL 11440.	2012 Oct 10	22998630

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:02:01 GMT 2023` Edited by `admin` on `Sat Dec 16 17:02:01 GMT 2023`
Record UNII	8ZJC54A39X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CILOFUNGIN

Official Name

English

CILOFUNGIN [MART.]

Common Name

English

1-((4R,5R)-4,5-DIHYDROXY-N2-(P-(OCTYLOXY)BENZOYL)-L-ORNITHINE)ECHINOCANDIN B

Common Name

English

(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

Common Name

English

LY121019

Code

English

LY-121019

Code

English

L-646991

Code

English

ANTIBIOTIC LY-121019

Code

English

CILOFUNGIN [USAN]

Common Name

English

ECHINOCANDIN B, 1-((4R,5R)-4,5-DIHYDROXY-N2-(4-(OCTYLOXY)BENZOYL)-L-ORNITHINE)-

Common Name

English

L-PROLINE, (4R,5R)-4,5-DIHYDROXY-N2-(4-(OCTYLOXY)BENZOYL)-L-ORNITHYL-L-THREONYL-TRANS-4-HYDROXY-L-PROLYL-(S)-4-HYDROXY-4-(4-HYDROXYPHENYL)-L-THREONYL-L-THREONYL-3-HYDROXY-4-METHYL-, CYCLIC (6->1)-PEPTIDE, (2.ALPHA.,3.BETA.,4.BETA.)-

Systematic Name

English

cilofungin [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C514