(2R,3R,4S,5S,6S,7R)-3,4,5,6-tetrahydroxy-13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(10),11,16-trien-9-one
AlkaPlorer ID: AK118553
Synonym: None
IUPAC Name: (1R,2S,3S,4S,4aR,11bR)-1,2,3,4-tetrahydroxy-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
Structure
SMILES: OC1=N[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]2C2=CC3=C(C=C12)OCO3
InChI: InChI=1S/C14H15NO7/c16-10-8-4-1-6-7(22-3-21-6)2-5(4)14(20)15-9(8)11(17)13(19)12(10)18/h1-2,8-13,16-19H,3H2,(H,15,20)/t8-,9-,10-,11+,12+,13+/m1/s1
InChIKey: GVGWJJOWWDRYOF-DZDPUUJWSA-N
Reference
Isocarbostyril alkaloids from Haemanthus kalbreyeri
PubChem CID: 443741
LOTUS: LTS0261516
SuperNatural Ⅲ: SN0116267-01
NPASS: NPC304846
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | None | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 309.2740000000001
TPSA？: 131.97000000000003
MolLogP？: -1.3571000000000002
Number of H-Donors: 5
Number of H-Acceptors: 7
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| dengue virus type 4 | dengue virus type 4 | IC50 | 0.67 | ug.mL-1 | 10.1021/np50089a003 |
| Homo sapiens | KM-20L2 | Inhibition | 0.22 | ug ml-1 | 10.1016/j.bmcl.2004.03.032 |
| Homo sapiens | NCI-H460 | Inhibition | 0.29 | ug ml-1 | 10.1016/j.bmcl.2004.03.032 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | Activity | nan | None | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | 9.5 | day | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | 13.6 | day | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | 15.0 | day | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | 60.0 | % | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | 80.0 | % | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | Activity | nan | None | 10.1021/np50089a003 |
| Japanese encephalitis virus | Japanese encephalitis virus | IC50 | 0.48 | ug.mL-1 | 10.1021/np50089a003 |
| Mus musculus | Mus musculus | Activity | 28.0 | day | 10.1021/np50089a003 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np50089a003 |
| Mus musculus | P388 | Inhibition | 0.44 | ug ml-1 | 10.1016/j.bmcl.2004.03.032 |
| Punta Toro virus | Punta Toro virus | IC50 | 0.66 | ug.mL-1 | 10.1021/np50089a003 |
| Rift Valley fever virus | Rift Valley fever virus | IC50 | 5.1 | ug.mL-1 | 10.1021/np50089a003 |
| Sandfly fever Sicilian virus | Sandfly fever Sicilian virus | IC50 | 1.7 | ug.mL-1 | 10.1021/np50089a003 |
| Vaccinia virus | Vaccinia virus | Activity | nan | None | 10.1021/np50089a003 |
| Venezuelan equine encephalitis virus | Venezuelan equine encephalitis virus | Activity | nan | None | 10.1021/np50089a003 |
| Yellow fever virus | Yellow fever virus | IC50 | 0.4 | ug.mL-1 | 10.1021/np50089a003 |
| None | ADMET | TI | 2.7 | None | 10.1021/np50089a003 |
| None | ADMET | TI | 3.7 | None | 10.1021/np50089a003 |
| None | ADMET | TI | 4.3 | None | 10.1021/np50089a003 |
| None | ADMET | TI | 5.9 | None | 10.1021/np50089a003 |
| None | ADMET | TI | 6.6 | None | 10.1021/np50089a003 |