SCS-C000104
sarcotragusolide D
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
Sarcotragus sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Irciniidae
Genus
Sarcotragus
Species
NA
Xisha Islands
DOI:
10.1021/acs.jnatprod.2c00937
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.6 Da
Threshold ≤ 500
ALogP
5.44
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H38O3
Molecular Weight:
386.5760 Da
SMILES:
C[C@@H]1CC[C@@H]2C(=CC[C@H]3C(C)(C)CCC[C@@]23C)[C@]1(C)C[C@@H](O)C1=CC(=O)OC1
InChIKey:
RMEXTZPUFQZZCC-LJKBMJISSA-N
InChI:
InChI=1S/C25H38O3/c1-16-7-8-18-19(9-10-21-23(2,3)11-6-12-24(18,21)4)25(16,5)14-20(26)17-13-22(27)28-15-17/h9,13,16,18,20-21,26H,6-8,10-12,14-15H2,1-5H3/t16-,18-,20-,21+,24+,25-/m1/s1
Calculated Properties
ALogP:
5.436 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000104
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 | 7.95 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | ASPC-1 | 4.71 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | MDA-MB-231 | 16.02 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | H69AR | 5.67 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | L-02 | 4.62 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |