ECHINOCANDIN B

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C52H81N7O16
Molecular Weight	1060.2368
Optical Activity	UNSPECIFIED
Defined Stereocenters	15 / 15
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@@H](O)CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)C4=CC=C(O)C=C4)[C@@H](C)O

InChI

InChIKey=FAUOJMHVEYMQQG-HVYQDZECSA-N

InChI=1S/C52H81N7O16/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-38(65)53-35-26-37(64)48(71)57-50(73)42-43(66)29(2)27-59(42)52(75)40(31(4)61)55-49(72)41(45(68)44(67)32-21-23-33(62)24-22-32)56-47(70)36-25-34(63)28-58(36)51(74)39(30(3)60)54-46(35)69/h9-10,12-13,21-24,29-31,34-37,39-45,48,60-64,66-68,71H,5-8,11,14-20,25-28H2,1-4H3,(H,53,65)(H,54,69)(H,55,72)(H,56,70)(H,57,73)/b10-9-,13-12-/t29-,30+,31+,34+,35-,36-,37+,39-,40-,41-,42-,43-,44-,45-,48+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10639364 | https://www.ncbi.nlm.nih.gov/pubmed/14550704

Echinocandin B is a naturally occurring antibiotic, isolated from Aspergillus nidulans. It acts as an inhibitor of fungal β-1,3-glucan synthase thereby disrupting the formation of the fungal cell wall. The drug itself was not developed in the clinic, but instead, it was used in the production of other echinocandin derivatives.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
1,3-beta-glucan synthase 10 Target ID: CHEMBL2364673 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10639364 \| https://www.ncbi.nlm.nih.gov/pubmed/24275596	Inhibitor 8504

Name

Type

Language

A-30912 FACTOR A

Preferred Name

English

ECHINOCANDIN B

Common Name

English

ANTIBIOTIC SL-7810F

Common Name

English

ANTIBIOTIC A-22082

Code

English

(1(Z,Z),6(2.ALPHA.,3.BETA.,4.BETA.))-(4R,5R)-4,5-DIHYDROXY-N2-(1-OXO-9,12-OCTADECADIENYL)-L-ORNITHYL-L-THREONYL-TRANS-4-HYDROXY-L-PROLYL-(S)-4-HYDROXY-4-(4-HYDROXYPHENYL)-L-THREONYL-L-THREONYL-3-HYDROXY-4-METHYL-L-PROLINE CYCLIC (6->1)-PEPTIDE

Systematic Name

English

NSC-287461

Code

English

ANTIBIOTIC A-30912 FACTOR A

Code

English

ANTIBIOTIC SL-7810

Code

English

ANTIBIOTIC A 30912A

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

507215