cyclic depsipeptides of the enniatin type 6
AlkaPlorer ID: AK018412
Synonym: None
IUPAC Name: (3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3,6,9,12,15,18-hexa(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
Structure
SMILES: CC(C)[C@H]1C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N1C
InChI: InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1
InChIKey: MIZMDSVSLSIMSC-VYLWARHZSA-N
Reference
Potential for Biological Control of<i>Botrytis cinerea</i>in<i>Pinus sylvestris</i>Seedlings
PubChem CID: 164754
CAS: 917-13-5
LOTUS: LTS0007312
SuperNatural Ⅲ: SN0226988-03
NPASS: NPC490807
{NPAtlas: NPA016924
Source
Properties Information
Molecule Weight: 639.8310000000001
TPSA？: 139.83000000000004
MolLogP？: 3.1524000000000054
Number of H-Donors: 0
Number of H-Acceptors: 9
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 64.0 | ug.mL-1 | 10.1021/np400589h |
| Botrytis cinerea | Botrytis cinerea | Activity | 100.0 | ug ml-1 | 10.1021/np0340448 |
| Botrytis cinerea | Botrytis cinerea | MIC | 100.0 | ug.mL-1 | 10.1021/np0340448 |
| Candida albicans (strain WO-1) (Yeast) | ATP-dependent molecular chaperone HSP82 | EC50 | 150000.0 | nM | None |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 64.0 | ug.mL-1 | 10.1021/np400589h |
| Equus caballus | Ferritin light chain | Potency | 35481.3 | nM | None |
| Escherichia coli | Escherichia coli | MIC | 64.0 | ug.mL-1 | 10.1021/np400589h |
| Homo sapiens | Ataxin-2 | Potency | 10000.0 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 4609.0 | nM | None |
| Homo sapiens | Eyes absent homolog 2 | Potency | 100000.0 | nM | None |
| Homo sapiens | Geminin | Potency | 29092.9 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 6309.6 | nM | None |
| Homo sapiens | Glycoprotein hormones alpha chain | Potency | 8912.5 | nM | None |
| Homo sapiens | GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 | Potency | 651.3 | nM | None |
| Homo sapiens | Guanine nucleotide-binding protein G(s), subunit alpha | Potency | 35481.3 | nM | None |
| Homo sapiens | HepG2 | Potency | 5011.9 | nM | None |
| Homo sapiens | Huntingtin | Potency | 3981.1 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 4109.5 | nM | None |
| Homo sapiens | MAP kinase ERK2 | Potency | 39810.7 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 2818.4 | nM | None |
| Homo sapiens | microRNA 21 | Potency | 3689.8 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 39810.7 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 5623.4 | nM | None |
| Homo sapiens | Neuropeptide S receptor | Potency | 10000.0 | nM | None |
| Homo sapiens | Niemann-Pick C1 protein | Potency | 4466.8 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 3662.6 | nM | None |
| Homo sapiens | Parathyroid hormone receptor | Potency | 8912.5 | nM | None |
| Homo sapiens | Rap guanine nucleotide exchange factor 3 | Potency | 70794.6 | nM | None |
| Homo sapiens | Ras-related protein Rab-9A | Potency | 3548.1 | nM | None |
| Homo sapiens | Serine-protein kinase ATM | Potency | 31622.8 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 3264.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 4109.5 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 22387.2 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 31622.8 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 147.2 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 369.6 | nM | None |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 64.0 | ug.mL-1 | 10.1021/np400589h |
| Rattus norvegicus | INS1 | AC50 | 2989.0 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 89125.1 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 64.0 | ug.mL-1 | 10.1021/np400589h |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 16.0 | ug.mL-1 | 10.1021/np400589h |
| None | Unchecked | EC50 | 374.0 | nM | None |
| None | Unchecked | EC50 | 853.0 | nM | None |
| None | Unchecked | EC50 | 3219.0 | nM | None |
| None | Unchecked | EC50 | 3657.0 | nM | None |
| None | Unchecked | EC50 | 5624.0 | nM | None |
| None | Unchecked | EC50 | 120000.0 | nM | None |
| None | Unchecked | IC50 | 7262.0 | nM | None |
| None | Unchecked | Potency | 2238.7 | nM | None |
| None | Unchecked | Potency | 2818.4 | nM | None |
| None | Unchecked | Potency | 3162.3 | nM | None |
| None | Unchecked | Potency | 3264.3 | nM | None |
| None | Unchecked | Potency | 4466.8 | nM | None |
| None | Unchecked | Potency | 8199.5 | nM | None |
| None | Unchecked | Potency | 10000.0 | nM | None |
| None | Unchecked | Potency | 11220.2 | nM | None |