SCS-C006031
sclerin
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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
[Malbranchea] circinata
(NA)
Original source name: Malbranchea circinata SDU050 | M. circinata
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Onygenales
Family
Malbrancheaceae
Genus
Malbranchea
Species
[Malbranchea] circinata
South China Sea
· 3448 m
DOI:
10.3390/md23010050
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
234.3 Da
Threshold ≤ 500
ALogP
2.12
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H14O4
Molecular Weight:
234.2510 Da
SMILES:
Cc1c(C)c(O)c2c(c1C)C(C)C(=O)OC2=O
InChIKey:
PXPDDNZJJKVTBG-UHFFFAOYSA-N
InChI:
InChI=1S/C13H14O4/c1-5-6(2)9-8(4)12(15)17-13(16)10(9)11(14)7(5)3/h8,14H,1-4H3
Calculated Properties
ALogP:
2.118 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006031
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
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 | growth inhibition | Gram-positive bacteria | sclerin (1) and (-)-mycousnine (10) exhibited weak antibacterial activity against Gram-positive bacteria such as Staphylococcus aureus, methicillin-resistant Staphylococcus aureus (MRSA), and Bacillus subtilis. | 10.3390/md23010050 Marine Drugs |