SCS-C000101
sarcotragusolide A
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Cheilanthane sesterterpenoids
Glycoside
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
384.6 Da
Threshold ≤ 500
ALogP
5.56
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H36O3
Molecular Weight:
384.5600 Da
SMILES:
C[C@H]1CC[C@H]2C(=CC[C@H]3C(C)(C)CCC[C@]23C)[C@@]1(C)/C=C/C1=CC(=O)O[C@@H]1O
InChIKey:
ZVDACVYONDZRIP-DCAKOLOTSA-N
InChI:
InChI=1S/C25H36O3/c1-16-7-8-19-18(9-10-20-23(2,3)12-6-13-25(19,20)5)24(16,4)14-11-17-15-21(26)28-22(17)27/h9,11,14-16,19-20,22,27H,6-8,10,12-13H2,1-5H3/b14-11+/t16-,19-,20-,22-,24-,25+/m0/s1
Calculated Properties
ALogP:
5.559 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.7200 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000101
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Cheilanthane sesterterpenoids
Glycoside:
Yes
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 | 11.64 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | ASPC-1 | 22.43 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | H69AR | 25.71 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | L-02 | 13.47 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |