SCS-C001174
guhypoxylonol A
Pathway: Polyketides
Superclass: Naphthalenes
Class: Bisnaphthalenes
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
Aspergillus sp. GXNU-Y45
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Beibu Gulf
DOI:
10.3390/md20010005
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
366.4 Da
Threshold ≤ 500
ALogP
2.12
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H18O6
Molecular Weight:
366.4000 Da
SMILES:
CO[C@H]1C[C@H](O)C2=C3c4cccc(O)c4C(=O)[C@@H](O)[C@@H]3c3ccc(O)c1c32
InChIKey:
QJKFXDTZJKIRLF-CPEWEICJSA-N
InChI:
InChI=1S/C21H18O6/c1-27-13-7-12(24)19-15-8-3-2-4-10(22)14(8)20(25)21(26)17(15)9-5-6-11(23)18(13)16(9)19/h2-6,12-13,17,21-24,26H,7H2,1H3/t12-,13-,17+,21-/m0/s1
Calculated Properties
ALogP:
2.115 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
5
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001174
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Bisnaphthalenes
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NO production | 14.4 ± 0.1 μM | 10.3390/md20010005 Marine Drugs |