SCS-C006212
gamahorin A
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
Neopestalotiopsis sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Neopestalotiopsis
Species
Neopestalotiopsis sp.
South China Sea
DOI:
10.3390/md23040148
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
222.2 Da
Threshold ≤ 500
ALogP
1.34
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H14O4
Molecular Weight:
222.2400 Da
SMILES:
Cc1ccc2c(c1O)C(=O)O[C@@H](C)[C@@H]2CO
InChIKey:
IRYVFOYUTCNVOB-CBAPKCEASA-N
InChI:
InChI=1S/C12H14O4/c1-6-3-4-8-9(5-13)7(2)16-12(15)10(8)11(6)14/h3-4,7,9,13-14H,5H2,1-2H3/t7-,9-/m0/s1
Calculated Properties
ALogP:
1.335 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4167 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006212
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 |
|---|---|---|---|---|
| Antifibrotic / Organ protection | inhibition of α-SMA expression and ECM production | TGF-β1-stimulated HK-2 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md23040148 Marine Drugs |
| Antifibrotic / Organ protection | inhibition of TGF-β1-induced α-SMA expression and ECM production | α-SMA, collagen I, fibronectin | 10.0 μM | 10.3390/md23040148 Marine Drugs |