SCS-C001135
neofusnaphthoquinone A
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Neofusicoccum austral SYSU-SKS024
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Botryosphaeriales
Family
Botryosphaeriaceae
Genus
Neofusicoccum
Species
Neofusicoccum australe
Beibu Gulf
DOI:
10.1016/j.fitote.2018.01.014
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
508.5 Da
Threshold ≤ 500
ALogP
3.42
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H24O10
Molecular Weight:
508.5000 Da
SMILES:
CCc1c(OC)cc2c(c1O)C(O)=C(C(C)c1c(OC)cc3c(c1O)C(=O)C=C(OC)C3=O)C(=O)C2=O
InChIKey:
AXEBHULHYWLJNM-UHFFFAOYSA-N
InChI:
InChI=1S/C27H24O10/c1-6-11-15(35-3)7-13-21(23(11)30)26(33)19(27(34)24(13)31)10(2)18-16(36-4)8-12-20(25(18)32)14(28)9-17(37-5)22(12)29/h7-10,30,32-33H,6H2,1-5H3
Calculated Properties
ALogP:
3.425 lipophilicity
TPSA:
156.66 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
10
Rotatable Bonds:
6
Ring Count:
4
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2593 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001135
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
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 |
|---|---|---|---|---|
| Other specified activity | IC50 | IDO | 0.1–6.4 μM | 10.1016/j.fitote.2018.01.014 Fitoterapia |