SCS-C008303
Sinuscalide B
Pathway: Terpenoids
Superclass: 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 scabra
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia scabra
South China Sea
· 15 m
DOI:
10.1021/acs.joc.2c00784
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
312.4 Da
Threshold ≤ 500
ALogP
2.54
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H20O4
Molecular Weight:
312.3650 Da
SMILES:
C=C(C)[C@H]1CC(=O)C=C2C(=O)C3=C(C)C[C@@H]4OC(=O)[C@@H]([C@H]34)[C@@H]2C1
InChIKey:
GWXHLXCVVJJPBU-FAFYTPQBSA-N
InChI:
InChI=1S/C19H20O4/c1-8(2)10-5-11(20)7-13-12(6-10)16-17-14(23-19(16)22)4-9(3)15(17)18(13)21/h7,10,12,14,16-17H,1,4-6H2,2-3H3/t10-,12+,14-,16+,17-/m0/s1
Calculated Properties
ALogP:
2.545 lipophilicity
TPSA:
60.44 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.5263 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008303
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
N/A
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 | activity | HCT-116 and PC-9 cell lines | 10.0 | 10.1021/acs.joc.2c00784 The Journal of Organic Chemistry |