SCS-C006608
phyllofenone I
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Scalarane sesterterpenoids
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
Phyllospongia foliascens
(marine sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Thorectidae
Genus
Phyllospongia
Species
Phyllospongia foliascens
South China Sea
DOI:
10.3390/md21100507
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
486.7 Da
Threshold ≤ 500
ALogP
7.03
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H50O4
Molecular Weight:
486.7370 Da
SMILES:
CCCCC(=O)O[C@H]1C[C@H]2[C@@](C)(CC[C@H]3[C@@](C)(CC)CCC[C@]23C)[C@@H]2C[C@@H](O)C(C(C)=O)=C[C@@]12C
InChIKey:
WXMVJJMKIZNIGB-VQYZDBHOSA-N
InChI:
InChI=1S/C31H50O4/c1-8-10-12-27(34)35-26-18-25-29(5)15-11-14-28(4,9-2)23(29)13-16-30(25,6)24-17-22(33)21(20(3)32)19-31(24,26)7/h19,22-26,33H,8-18H2,1-7H3/t22-,23+,24+,25-,26+,28+,29+,30+,31-/m1/s1
Calculated Properties
ALogP:
7.034 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8710 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006608
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Scalarane sesterterpenoids
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 | MIC | Staphylococcus aureus | 16.0 μg/mL | 10.3390/md21100507 Marine Drugs |
| Antitumor | IC50 | SW1990 cancer cell lines | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md21100507 Marine Drugs |