SCS-C001139
epi methoxydihydrodeoxybostrycin
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Nigrospora sp.
(zoanthid-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Apiosporaceae
Genus
Nigrospora
Species
NA
Beibu Gulf
DOI:
10.1021/np300103w
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
338.4 Da
Threshold ≤ 500
ALogP
1.13
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H22O7
Molecular Weight:
338.3560 Da
SMILES:
COc1cc(O)c2c(c1O)[C@H](OC)[C@H]1C[C@](C)(O)[C@H](O)C[C@H]1C2=O
InChIKey:
HXASFWLBCSXPEV-HCAPWNQLSA-N
InChI:
InChI=1S/C17H22O7/c1-17(22)6-8-7(4-11(17)19)14(20)12-9(18)5-10(23-2)15(21)13(12)16(8)24-3/h5,7-8,11,16,18-19,21-22H,4,6H2,1-3H3/t7-,8+,11-,16-,17+/m1/s1
Calculated Properties
ALogP:
1.128 lipophilicity
TPSA:
116.45 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5882 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001139
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antibacterial | — | — | antibacterial | 10.1021/np300103w Journal of Natural Products |