SCS-C006305
clalaurenol A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Cyclolaurane sesquiterpenoids | Laurane 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
Clavularia viridis
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Clavulariidae
Genus
Clavularia
Species
Clavularia viridis
South China Sea
· -15 to -20 m
DOI:
10.3762/bjoc.15.64
· Beilstein Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
309.2 Da
Threshold ≤ 500
ALogP
5.10
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C16H21BrO
Molecular Weight:
309.2470 Da
SMILES:
C=C1CCC(C)(c2cc(O)c(C)cc2Br)C1(C)C
InChIKey:
GUPJSXWAICTSFW-UHFFFAOYSA-N
InChI:
InChI=1S/C16H21BrO/c1-10-8-13(17)12(9-14(10)18)16(5)7-6-11(2)15(16,3)4/h8-9,18H,2,6-7H2,1,3-5H3
Calculated Properties
ALogP:
5.097 lipophilicity
TPSA:
20.23 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
1
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006305
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Cyclolaurane sesquiterpenoids
Laurane 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | PTP1B | 21.8 μM | 10.3762/bjoc.15.64 Beilstein Journal of Organic Chemistry |
| Anti-inflammatory | IC50 | NF-κB | 6.8 μM | 10.3762/bjoc.15.64 Beilstein Journal of Organic Chemistry |