SCS-C001661
xiguscabrol B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane 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 scabra
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia scabra
Xigu Island
DOI:
10.1016/j.bmc.2019.06.030
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
306.5 Da
Threshold ≤ 500
ALogP
5.03
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H34O2
Molecular Weight:
306.4900 Da
SMILES:
C/C1=C\C=C(\C(C)C)CC[C@]2(C)O[C@H]2CCC(CO)CCC1
InChIKey:
NZOSYISUDYDDRR-HMDFSMDLSA-N
InChI:
InChI=1S/C20H34O2/c1-15(2)18-10-8-16(3)6-5-7-17(14-21)9-11-19-20(4,22-19)13-12-18/h8,10,15,17,19,21H,5-7,9,11-14H2,1-4H3/b16-8+,18-10+/t17?,19-,20-/m0/s1
Calculated Properties
ALogP:
5.025 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001661
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 |
|---|---|---|---|---|
| Other specified activity | IC50 | T lymphocyte | 3.9 μM | 10.1016/j.bmc.2019.06.030 Bioorganic & Medicinal Chemistry |