echinocandin B

Chemical data

Formula

C52H81N7O16

Molecular weight

1060.2 g/mol

IUPAC name

(9Z,12Z)-N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]octadeca-9,12-dienamide

SMILES

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

InChIKey

FAUOJMHVEYMQQG-HVYQDZECSA-N

XLogP

2.5

Polar surface area

368 Ų

H-bond donors

14

H-bond acceptors

16

Formal charge

0

via PubChem

• Mutagenesis of echinocandin B overproducing Aspergillus nidulans capable of using starch as main carbon source.Preparative biochemistry & biotechnology · 2020
• Echinocandin antifungal drugs.Lancet (London, England) · 2003
• Cryptic Production of trans-3-Hydroxyproline in Echinocandin B Biosynthesis.Applied and environmental microbiology · 2018
• Functional expression of an echinocandin B deacylase from Actinoplanes utahensis in Escherichia coli.International journal of biological macromolecules · 2021
• Hydrophobic substrate binding pocket remodeling of echinocandin B deacylase based on multi-dimensional rational design.International journal of biological macromolecules · 2024

via PubMed

Wikidata facts

Subclass of

echinocandin

Mass

1059.573979512

via Wikidata · CC0