SCS-C000102
sarcotragusolide B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Halimane diterpenoids
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
416.6 Da
Threshold ≤ 500
ALogP
5.41
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C26H40O4
Molecular Weight:
416.6020 Da
SMILES:
CO[C@H](C[C@]1(C)C2=CC[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC[C@@H]1C)C1=CC(=O)O[C@H]1O
InChIKey:
PZSHFBXPTCSIDK-DMDLPOBPSA-N
InChI:
InChI=1S/C26H40O4/c1-16-8-9-18-19(10-11-21-24(2,3)12-7-13-25(18,21)4)26(16,5)15-20(29-6)17-14-22(27)30-23(17)28/h10,14,16,18,20-21,23,28H,7-9,11-13,15H2,1-6H3/t16-,18-,20+,21-,23+,25+,26-/m0/s1
Calculated Properties
ALogP:
5.408 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8077 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000102
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Halimane diterpenoids
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 | 4.38 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | ASPC-1 | 23.23 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | MDA-MB-231 | 16.34 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | H69AR | 7.21 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |