Loloatin D
AlkaPlorer ID: AK006254
Synonym: None
IUPAC Name: 2-[(3R,6S,9S,12S,15S,18S,21S,24R,27S,30S,32R)-21-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-24,27-dibenzyl-32-hydroxy-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]2C[C@@H](O)CN2C(=O)[C@@H](CC2=CC=C(O)C=C2)NC1=O
InChI: InChI=1S/C67H85N13O15/c1-36(2)26-47-59(87)78-53(29-40-21-23-42(81)24-22-40)67(95)80-35-43(82)31-54(80)65(93)77-49(28-39-16-9-6-10-17-39)61(89)73-48(27-38-14-7-5-8-15-38)60(88)75-51(32-55(69)83)62(90)76-52(33-56(84)85)63(91)74-50(30-41-34-70-45-19-12-11-18-44(41)45)64(92)79-57(37(3)4)66(94)71-46(20-13-25-68)58(86)72-47/h5-12,14-19,21-24,34,36-37,43,46-54,57,70,81-82H,13,20,25-33,35,68H2,1-4H3,(H2,69,83)(H,71,94)(H,72,86)(H,73,89)(H,74,91)(H,75,88)(H,76,90)(H,77,93)(H,78,87)(H,79,92)(H,84,85)/t43-,46+,47+,48-,49+,50+,51+,52+,53-,54+,57+/m1/s1
InChIKey: GOJSOEQNYFZXTD-XYEPTHLNSA-N
Reference
Loloatins A−D, Cyclic Decapeptide Antibiotics Produced in Culture by a Tropical Marine Bacterium
PubChem CID: 16147074
{NPAtlas: NPA012330
Source
Properties Information
Molecule Weight: 1312.4930000000002
TPSA？: 444.8699999999999
MolLogP？: -0.7262000000000184
Number of H-Donors: 15
Number of H-Acceptors: 15
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 | 16.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 8.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecium | Enterococcus faecium | MIC | 8.0 | 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 | 8.0 | ug.mL-1 | 10.1021/np980219f |
| Stenotrophomonas maltophilia | Stenotrophomonas maltophilia | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 4.0 | ug.mL-1 | 10.1021/np980219f |