SCS-C001581

(3S,4S)-4-hydroxy-6-dehydroxyscytalone

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthalenones

Chemical Structure

Structure of (3S,4S)-4-hydroxy-6-dehydroxyscytalone
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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.
Download: SDF SMILES

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:

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
Structure enlarged