SCS-C006064
terpestacin
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids | Dolabellane diterpenoids
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
Arthrinium sp. SCSIO 41221
(sponge-derived fungus)
Original source name: Arthrinium sp. SCSIO41221
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Apiosporaceae
Genus
Arthrinium
Species
NA
Offshore Hainan Island
· 18°13'50.2"N, 109°37'15.8"E
DOI:
10.3390/molecules28217246
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
402.6 Da
Threshold ≤ 500
ALogP
5.19
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H38O4
Molecular Weight:
402.5750 Da
SMILES:
C/C1=C\C[C@]2(C)C(=O)C(O)=C([C@H](C)CO)[C@H]2C/C=C(\C)[C@@H](O)CC/C(C)=C/CC1
InChIKey:
UTGBBPSEQPITLF-IXRUDUFRSA-N
InChI:
InChI=1S/C25H38O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-21,26-28H,6,8-9,11-12,14-15H2,1-5H3/b16-7+,17-13+,18-10+/t19-,20-,21+,25+/m1/s1
Calculated Properties
ALogP:
5.186 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6400 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006064
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Dolabellane diterpenoids
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 |
|---|---|---|---|---|
| Antitumor | — | human cancer cells MDAMB-231 | All of the compounds were evaluated for their cytotoxic activities against the human cancer cells MDAMB-231, C4-2B, MGC803, MDA-MB-468, and A549 using the CCK-8 method, but they exhibited no inhibitory activities at 5 μM. | 10.3390/molecules28217246 Molecules |
| Antitumor | IC50 | U87MG-derived glioblastoma stem cells (GSCs) | 20.3 μM | 10.3390/molecules28217246 Molecules |