SCS-C006302
isobromolaurenisol
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
374.1 Da
Threshold ≤ 500
ALogP
5.43
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C15H18Br2O
Molecular Weight:
374.1160 Da
SMILES:
Cc1cc(Br)c([C@]2(C)CC/C(=C\Br)[C@@H]2C)cc1O
InChIKey:
KLYDZBGRMYVRGJ-SFZLUGTCSA-N
InChI:
InChI=1S/C15H18Br2O/c1-9-6-13(17)12(7-14(9)18)15(3)5-4-11(8-16)10(15)2/h6-8,10,18H,4-5H2,1-3H3/b11-8+/t10-,15+/m0/s1
Calculated Properties
ALogP:
5.429 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:
2
Fsp³:
0.4667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006302
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 | 18.8 μM | 10.3762/bjoc.15.64 Beilstein Journal of Organic Chemistry |
| Anti-inflammatory | IC50 | NF-κB | 19.9 μM | 10.3762/bjoc.15.64 Beilstein Journal of Organic Chemistry |