Herbicidin L
AlkaPlorer ID: AK065431
Synonym: None
IUPAC Name: methyl (1S,3S,4R,5R,7R,9R,11S,12S,13R)-5-(6-aminopurin-9-yl)-1,13-dihydroxy-12-[(E)-2-(hydroxymethyl)but-2-enoyl]oxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.03,7]tridecane-11-carboxylate
Structure
SMILES: C/C=C(\CO)C(=O)O[C@@H]1[C@@H](C(=O)OC)O[C@@H]2C[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](OC)[C@H]3O[C@@]2(O)[C@@H]1O
InChI: InChI=1S/C23H29N5O11/c1-4-9(6-29)21(31)38-14-16(22(32)35-3)37-11-5-10-13(39-23(11,33)17(14)30)15(34-2)20(36-10)28-8-27-12-18(24)25-7-26-19(12)28/h4,7-8,10-11,13-17,20,29-30,33H,5-6H2,1-3H3,(H2,24,25,26)/b9-4+/t10-,11-,13+,14-,15-,16+,17-,20-,23-/m1/s1
InChIKey: UVLIBEDEPMXKCR-ZDASJGCESA-N
Reference
Herbicidins from <i>Streptomyces</i> sp. CB01388 Showing Anti-<i>Cryptosporidium</i> Activity
PubChem CID: 139589926
LOTUS: LTS0145069
NPASS: NPC478859
{NPAtlas: NPA022584
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. CB01388 | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 551.5090000000004
TPSA？: 219.83
MolLogP？: -2.0498999999999947
Number of H-Donors: 4
Number of H-Acceptors: 16
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Cryptosporidium parvum | Cryptosporidium parvum | EC50 | 150.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Cryptosporidium parvum | Cryptosporidium parvum | EC50 | 170.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HCT-8 | EC50 | 140.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HEK-293T | CC50 | 40000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HepG2 | CC50 | 24000.0 | nM | 10.1021/acs.jnatprod.7b00850 |