Herbicidin-A
AlkaPlorer ID: AK035459
Synonym: 'Herbicidin-A', '', 'Herbicidin A'
IUPAC Name: methyl (1R,3S,4R,5R,7R,9R,11S,12S,13S)-5-(6-aminopurin-9-yl)-1,12-dihydroxy-13-[(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](O)[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@]21O
InChI: InChI=1S/C23H29N5O11/c1-4-9(6-29)21(31)38-17-13(30)15(22(32)35-3)37-11-5-10-14(39-23(11,17)33)16(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: LOWKANMKNQBRPJ-MRAUHCMASA-N
Reference
Herbicidin Congeners, Undecose Nucleosides from an Organic Extract of <i>Streptomyces</i> sp. L-9-10
PubChem CID: 6441694
CAS: 55353-31-6
LOTUS: LTS0010273
NPASS: NPC157821
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. CB01388 | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
| Streptomyces sp. L-9-10 | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 551.5090000000002
TPSA？: 219.83
MolLogP？: -2.049899999999993
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 | 16000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Cryptosporidium parvum | Cryptosporidium parvum | EC50 | 21000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HCT-8 | EC50 | 25000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HEK293 | IC50 | 2700.0 | nM | 10.1021/np4006635 |
| Homo sapiens | HEK-293T | CC50 | 40000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | HepG2 | CC50 | 40000.0 | nM | 10.1021/acs.jnatprod.7b00850 |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/np4006635 |
| Homo sapiens | Nitric oxide synthase, inducible | Inhibition | nan | % | 10.1021/np4006635 |
| Streptomyces | Streptomyces | Activity | nan | None | 10.1021/np4006635 |
| None | Radical scavenging activity | Activity | nan | None | 10.1021/np4006635 |
| None | Unchecked | IC50 | 1800.0 | nM | 10.1021/np4006635 |
| None | Unchecked | Inhibition | 45.8 | % | 10.1021/np4006635 |
| None | Unchecked | Inhibition | 80.9 | % | 10.1021/np4006635 |