Loloatin B
AlkaPlorer ID: AK000908
Synonym: None
IUPAC Name: 2-[(3R,6S,9S,12S,15S,18S,21S,24R,27S,30S)-21-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-24,27-dibenzyl-3-[(4-hydroxyphenyl)methyl]-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22,25,28-decazabicyclo[28.3.0]tritriacontan-18-yl]acetic acid
Structure
SMILES: CC(C)C[C@@H]1NC(=O)[C@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC2=CC=C(O)C=C2)NC1=O
InChI: InChI=1S/C67H85N13O14/c1-37(2)29-47-59(86)78-53(32-41-23-25-43(81)26-24-41)67(94)80-28-14-22-54(80)65(92)77-49(31-40-17-9-6-10-18-40)61(88)73-48(30-39-15-7-5-8-16-39)60(87)75-51(34-55(69)82)62(89)76-52(35-56(83)84)63(90)74-50(33-42-36-70-45-20-12-11-19-44(42)45)64(91)79-57(38(3)4)66(93)71-46(21-13-27-68)58(85)72-47/h5-12,15-20,23-26,36-38,46-54,57,70,81H,13-14,21-22,27-35,68H2,1-4H3,(H2,69,82)(H,71,93)(H,72,85)(H,73,88)(H,74,90)(H,75,87)(H,76,89)(H,77,92)(H,78,86)(H,79,91)(H,83,84)/t46-,47-,48+,49-,50-,51-,52-,53+,54-,57-/m0/s1
InChIKey: MIWBQDHORMXYDV-FLSVJYGXSA-N
Reference
Loloatins A−D, Cyclic Decapeptide Antibiotics Produced in Culture by a Tropical Marine Bacterium
PubChem CID: 16135598
{NPAtlas: NPA002997
Source
Properties Information
Molecule Weight: 1296.494
TPSA？: 424.6399999999999
MolLogP？: 0.3029999999999858
Number of H-Donors: 14
Number of H-Acceptors: 14
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Burkholderia cepacia | Burkholderia cepacia | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Candida albicans | Candida albicans | MIC | 8.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 2.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecium | Enterococcus faecium | MIC | 2.0 | ug.mL-1 | 10.1021/np980219f |
| Escherichia coli | Escherichia coli | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 2.0 | ug.mL-1 | 10.1021/np980219f |
| Stenotrophomonas maltophilia | Stenotrophomonas maltophilia | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 1.0 | ug.mL-1 | 10.1021/np980219f |