SCS-C002395
(1R,3aR,4R,8aS)-7-(2-hydroxypropan-2-yl)-4,8a-dimethyl-2,3,3a,5,6,8-hexahydro-1H-azulene-1,4,7-triol
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eudesmane sesquiterpenoids
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
Litophyton brassicum
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Litophyton
Species
Litophyton brassicum
Ganquan Island
· -12 m
Wang K. Study on the chemical constituents and biological activities of the soft coral Litophyton brassicum from Xisha, South China Sea. Ningbo University, 2023.
Drug-likeness (Lipinski Ro5)
Molecular Weight
272.4 Da
Threshold ≤ 500
ALogP
1.20
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H28O4
Molecular Weight:
272.3850 Da
SMILES:
CC1(O)CCC(O)(C(C)(C)O)CC2(C)C(O)CCC12
InChIKey:
UVYFMOMYWRYITK-UHFFFAOYSA-N
InChI:
InChI=1S/C15H28O4/c1-12(2,17)15(19)8-7-14(4,18)10-5-6-11(16)13(10,3)9-15/h10-11,16-19H,5-9H2,1-4H3
Calculated Properties
ALogP:
1.200 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
1.0000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002395
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eudesmane sesquiterpenoids
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 | inhibition | LPS-induced NO | moderate inhibition | — |
| Antibacterial | MIC | S.aureus/E.coli/P.aeruginosa/B.subtilis/V.b/V.harveyi | 16.0 μg/mL | — |