SCS-C000009
8-hydroxy-2-[1-hydroxyethyl]-5,7-dimethoxynaphtho[2,3-b]thiophene-4,9-dione
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
Chemical Structure
![Structure of 8-hydroxy-2-[1-hydroxyethyl]-5,7-dimethoxynaphtho[2,3-b]thiophene-4,9-dione](/scsmarinenp/static/images/structures/SCS-C000009.png)
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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 terreus GX7-3B
(mangrove endophytic fungus)
Original source name: Aspergillus terreus (No. GX7-3B)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Guangxi coast
DOI:
10.3390/md11072616
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
334.3 Da
Threshold ≤ 500
ALogP
2.30
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H14O6S
Molecular Weight:
334.3000 Da
SMILES:
COc1cc(OC)c2c(c1O)C(=O)c1sc(C(C)O)cc1C2=O
InChIKey:
ASXSIYGXBIJMBX-UHFFFAOYSA-N
InChI:
InChI=1S/C16H14O6S/c1-6(17)10-4-7-13(18)11-8(21-2)5-9(22-3)14(19)12(11)15(20)16(7)23-10/h4-6,17,19H,1-3H3
Calculated Properties
ALogP:
2.300 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000009
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 |
|---|---|---|---|---|
| Inactive / negative | — | — | no activity | 10.3390/md11072616 Marine Drugs |