SCS-C006966
Ircindrimane H
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Halimane diterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Ircinia sp.
(marine sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Irciniidae
Genus
Ircinia
Species
Ircinia sp.
South China Sea
DOI:
10.1016/j.phytochem.2025.114491
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
344.5 Da
Threshold ≤ 500
ALogP
4.73
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H28O4
Molecular Weight:
344.4510 Da
SMILES:
C[C@@H]1C2=C(CC[C@]1(C)CC1=C(O)C(=O)C=C(O)C1=O)C(C)(C)CCC2
InChIKey:
ZZFKIGVIKVMMAU-XUSGNXJCSA-N
InChI:
InChI=1S/C21H28O4/c1-12-13-6-5-8-20(2,3)15(13)7-9-21(12,4)11-14-18(24)16(22)10-17(23)19(14)25/h10,12,22,25H,5-9,11H2,1-4H3/t12-,21-/m1/s1
Calculated Properties
ALogP:
4.725 lipophilicity
TPSA:
74.60 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006966
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 | K562 human erythroleukemic cancer cells | 1.77 μM | 10.1016/j.phytochem.2025.114491 Phytochemistry |
| Antitumor | IC50 | MDA-MB-231 human breast cancer cells | 4.5 μM | 10.1016/j.phytochem.2025.114491 Phytochemistry |
| Antitumor | IC50 | NCI-H446 human small cell lung cancer cells | 0.71 μM | 10.1016/j.phytochem.2025.114491 Phytochemistry |
| Antitumor | IC50 | NCI-H446/EP human small cell lung cancer cells | 0.48 μM | 10.1016/j.phytochem.2025.114491 Phytochemistry |
| Antitumor | IC50 | ASPC-1 human pancreatic cancer cells | 23.44 μM | 10.1016/j.phytochem.2025.114491 Phytochemistry |