SCS-C001581
(3S,4S)-4-hydroxy-6-dehydroxyscytalone
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthalenones
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
Penicillium sp. KMM 4672
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Van Phong Bay
DOI:
10.3390/md18120608
· Marine Drugs
Penicillium steckii
(Penicillium)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
· 21.235 N, 110.451 E
DOI:
10.1002/cbdv.202501797
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
194.2 Da
Threshold ≤ 500
ALogP
0.37
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H10O4
Molecular Weight:
194.1860 Da
SMILES:
O=C1C[C@H](O)[C@@H](O)c2cccc(O)c21
InChIKey:
HPIFRXWPEZBFHJ-WPRPVWTQSA-N
InChI:
InChI=1S/C10H10O4/c11-6-3-1-2-5-9(6)7(12)4-8(13)10(5)14/h1-3,8,10-11,13-14H,4H2/t8-,10-/m0/s1
Calculated Properties
ALogP:
0.373 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001581
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthalenones
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | — | Neuro-2a cells (PQ/rotenone-induced) | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md18120608 Marine Drugs |
| Anti-inflammatory | — | NF-κB | All of the isolated compounds (1–14) were evaluated for their inhibitory activities against lipopolysaccharide (LPS)-induced nuclear factor kappa-B (NF-κB). | 10.1002/cbdv.202501797 Chemistry & Biodiversity |