Molecule

Epicoccin A

AlkaPlorer ID: AK065768

Synonym: None

IUPAC Name: (1R,4S,5R,6R,9R,11R,14S,15R,16R,19R)-5,15-dihydroxy-21,22,23-trithia-3,13-diazaheptacyclo[14.4.2.16,11.01,13.03,11.04,9.014,19]tricosane-2,8,12,18-tetrone

Structure

SMILES: O=C1C[C@H]2SS[C@@]34C[C@@H]1[C@@H]([C@H]2O)N3C(=O)[C@@]12C[C@H]3C(=O)C[C@@H](S1)[C@H](O)[C@H]3N2C4=O

InChI: InChI=1S/C18H18N2O6S3/c21-7-1-9-13(23)11-5(7)3-17(27-9)15(25)20-12-6-4-18(20,16(26)19(11)17)29-28-10(14(12)24)2-8(6)22/h5-6,9-14,23-24H,1-4H2/t5-,6-,9+,10+,11-,12-,13-,14-,17+,18+/m0/s1

InChIKey: VZUJNQMBOQHGKN-DXOBHMFTSA-N

Reference

Epicoccins A–D, Epipolythiodioxopiperazines from a Cordyceps-Colonizing Isolate of Epicoccum nigrum

PubChem CID: 23642606

LOTUS: LTS0232998

SuperNatural Ⅲ: SN0404516-01

NPASS: NPC220396

{

NPAtlas: NPA011420

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Phoma sp. OUCMDZ-1847	Phoma	Didymellaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Reticulitermes virginicus	Reticulitermes	Rhinotermitidae	Blattodea	Insecta	Arthropoda	Metazoa	Eukaryota
Fleroya rubrostipulata	Fleroya	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Euphorbia peplus	Euphorbia	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Epicoccum nigrum	Epicoccum	Didymellaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Cremastosperma microcarpum	Cremastosperma	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 454.5510000000002

TPSA？: 115.22

MolLogP？: -0.6268000000000002

Number of H-Donors: 2

Number of H-Acceptors: 9

RingCount: 7

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus fumigatus	Aspergillus fumigatus	Activity	nan	None	10.1021/np070239u
Bacillus subtilis	Bacillus subtilis	IZ	12.0	mm	10.1021/np070239u
Candida albicans	Candida albicans	Activity	nan	None	10.1021/np070239u
Enterococcus faecalis	Enterococcus faecalis	Activity	nan	None	10.1021/np070239u
Geotrichum candidum	Geotrichum candidum	Activity	nan	None	10.1021/np070239u
Homo sapiens	A2780	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	A549	Activity	nan	None	10.1021/np400802d
Homo sapiens	A549	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	Bel-7402	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	BGC-823	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	HCT-116	Activity	nan	None	10.1021/np400802d
Homo sapiens	HCT-116	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	HCT-8	Inhibition	nan	%	10.1021/np1000895
Homo sapiens	HL-60	Activity	nan	None	10.1021/np400802d
Homo sapiens	K562	Activity	nan	None	10.1021/np400802d
Homo sapiens	MGC-803	Activity	nan	None	10.1021/np400802d
Micrococcus luteus	Micrococcus luteus	Activity	nan	None	10.1021/np070239u
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2014.10.026
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1021/np070239u
Streptococcus mutans	Streptococcus mutans	Activity	nan	None	10.1021/np070239u