SCS-C001989
A7
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Xeniaphyllane 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
Sinularia hirta
(Sinularia brevicaulis)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia hirta
Yalong Bay
DOI:
10.27690/d.cnki.ggdyk.2021.000158
· CNKI Dissertation
Sinularia hirta
(Sinularia brevicaulis)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia hirta
South China Sea
· ?15 m to ?20 m
DOI:
10.3390/md20040272
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
304.2 Da
Threshold ≤ 500
ALogP
4.63
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H32O2
Molecular Weight:
304.2402 Da
SMILES:
C=C1CC[C@@H]2O[C@@]2(C)CC[C@H]2[C@H]1C[C@]2(C)C/C=C/C(C)(C)O
InChIKey:
MCEQOVLXWRHACQ-MQEIQUTKSA-N
InChI:
InChI=1S/C20H32O2/c1-14-7-8-17-20(5,22-17)12-9-16-15(14)13-19(16,4)11-6-10-18(2,3)21/h6,10,15-17,21H,1,7-9,11-13H2,2-5H3/b10-6+/t15-,16-,17-,19-,20-/m0/s1
Calculated Properties
ALogP:
4.634 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
3
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001989
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Xeniaphyllane 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 | Capan-1 | 33.93 ± 18.64 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | — | cancer cells | new compounds 2–4, 7, and 8 were evaluated for in vitro cytotoxicity against four cancer cell lines... while showing no obvious cytotoxicity | 10.3390/md20040272 Marine Drugs |
| Antitumor | IC50 | A549 | > 50.0 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | HT-29 | 6.2 ± 6.2 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | SNU-398 | 11.19 ± 11.19 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |