(2Z,4S,5S)-2-[3-[[(3S)-3-acetamido-6-[[(3S)-3-amino-6-[[(3S)-3,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]imino-5-[(1R)-2-amino-1-hydroxy-ethyl]imidazolidine-4-carboxylic acid
AlkaPlorer ID: AK043407
Synonym: '(2Z,4S,5S)-2-3-(3S)-3-Acetamido-6-(3S)-3-amino-6-(3S)-3,6-diaminohexanoylaminohexanoylaminohexanoylamino-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-ylimino-5-(1R)-2-amino-1-hydroxy-ethylimidazolidine-4-carboxylic acid', 'N-acetyl-streptothricin D acid'
IUPAC Name: (4S,5S)-2-[[(2R,3R,4S,5R,6R)-3-[[(3S)-3-acetamido-6-[[(3S)-3-amino-6-[[(3S)-3,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-5-[(1R)-2-amino-1-hydroxyethyl]-4,5-dihydro-1H-imidazole-4-carboxylic acid
Structure
SMILES: CC(O)=N[C@@H](CCCN=C(O)C[C@@H](N)CCCN=C(O)C[C@@H](N)CCCN)CC(O)=N[C@@H]1[C@H](O)[C@@H](OC(=N)O)[C@@H](CO)O[C@H]1NC1=N[C@H]([C@H](O)CN)[C@@H](C(=O)O)N1
InChI: InChI=1S/C33H62N12O12/c1-16(47)41-19(7-4-10-40-23(50)12-18(37)6-3-9-39-22(49)11-17(36)5-2-8-34)13-24(51)42-27-28(52)29(57-32(38)55)21(15-46)56-30(27)45-33-43-25(20(48)14-35)26(44-33)31(53)54/h17-21,25-30,46,48,52H,2-15,34-37H2,1H3,(H2,38,55)(H,39,49)(H,40,50)(H,41,47)(H,42,51)(H,53,54)(H2,43,44,45)/t17-,18-,19-,20+,21+,25+,26-,27+,28-,29-,30+/m0/s1
InChIKey: JAVLRUXTMWRPQN-KJHZUQIMSA-N
Reference
Three new 12-carbamoylated streptothricins from Streptomyces sp. I08A 1776
PubChem CID: 25187948
LOTUS: LTS0053616
NPASS: NPC470621
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. I08A 1776 | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 818.9310000000002
TPSA？: 431.39
MolLogP？: -2.6600300000000043
Number of H-Donors: 16
Number of H-Acceptors: 18
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 64.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Candida albicans | Candida albicans | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Escherichia coli | Escherichia coli | MIC | 64.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Morganella morganii | Morganella morganii | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | nan | None | 10.1016/j.bmcl.2012.08.003 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmcl.2012.08.003 |