SCS-C000722
Pseudoceranoid D
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Halimane 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
Pseudoceratina purpurea
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Verongiida
Family
Pseudoceratinidae
Genus
Pseudoceratina
Species
Pseudoceratina purpurea
Yongle Islands
DOI:
10.1021/acs.jnatprod.3c00877
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
400.6 Da
Threshold ≤ 500
ALogP
5.84
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H36O4
Molecular Weight:
400.5500 Da
SMILES:
CCCCOC1=CC(=O)C(O)=C(C[C@@]2(C)CC[C@]3(C)C(C)=CCC[C@H]3[C@H]2C)C1=O
InChIKey:
DAPWAIDMRLFFCQ-HLWIUKTHSA-N
InChI:
InChI=1S/C25H36O4/c1-6-7-13-29-21-14-20(26)22(27)18(23(21)28)15-24(4)11-12-25(5)16(2)9-8-10-19(25)17(24)3/h9,14,17,19,27H,6-8,10-13,15H2,1-5H3/t17-,19+,24-,25-/m1/s1
Calculated Properties
ALogP:
5.840 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6800 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000722
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Halimane 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 | IC50 | H69AR | 7.74 μM | 10.1021/acs.jnatprod.3c00877 Journal of Natural Products |
| Antitumor | IC50 | K562 | 3.01 μM | 10.1021/acs.jnatprod.3c00877 Journal of Natural Products |
| Antitumor | IC50 | MDA-MB-231 | 9.82 μM | 10.1021/acs.jnatprod.3c00877 Journal of Natural Products |
| Antitumor | IC50 | ASPC-1 | > 30.0 μM | 10.1021/acs.jnatprod.3c00877 Journal of Natural Products |
| Antitumor | IC50 | L-02 | 20.27 μM | 10.1021/acs.jnatprod.3c00877 Journal of Natural Products |