SCS-C001641
Xidaosinularide A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia flexibilis
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia flexibilis
Xidao Island
DOI:
10.1016/j.bmcl.2018.12.004
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
452.6 Da
Threshold ≤ 500
ALogP
3.85
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H40O7
Molecular Weight:
452.5880 Da
SMILES:
C=C(C(=O)OCCCC)[C@H]1CC[C@](C)(O)[C@@H]2O[C@@]2(C)[C@H](OC(C)=O)CC[C@H]2O[C@]2(C)CC1
InChIKey:
CATMLFFXAMDVPI-YGOQGLQNSA-N
InChI:
InChI=1S/C25H40O7/c1-7-8-15-29-21(27)16(2)18-11-13-23(4,28)22-25(6,32-22)20(30-17(3)26)10-9-19-24(5,31-19)14-12-18/h18-20,22,28H,2,7-15H2,1,3-6H3/t18-,19+,20+,22-,23-,24+,25-/m0/s1
Calculated Properties
ALogP:
3.854 lipophilicity
TPSA:
97.89 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
3
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8400 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001641
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane 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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | TNF-α | 20.7 μM | 10.1016/j.bmcl.2018.12.004 Bioorganic & Medicinal Chemistry |