SCS-C000171
clavularinlide B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eudesmane sesquiterpenoids
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
Clavularia inflata
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Clavulariidae
Genus
Clavularia
Species
Clavularia inflata
Xisha Islands
DOI:
10.1021/acs.jnatprod.1c01103
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.4 Da
Threshold ≤ 500
ALogP
3.98
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H28O5
Molecular Weight:
348.4400 Da
SMILES:
CC1=C2CC[C@@]3(C)CC/C(C)=C\C(=O)C[C@@H](C)C[C@@H](OC1=O)[C@]23OO
InChIKey:
DIKGQQYUBCLPPP-VNBKZKIRSA-N
InChI:
InChI=1S/C20H28O5/c1-12-5-7-19(4)8-6-16-14(3)18(22)24-17(20(16,19)25-23)11-13(2)10-15(21)9-12/h9,13,17,23H,5-8,10-11H2,1-4H3/b12-9-/t13-,17-,19-,20-/m1/s1
Calculated Properties
ALogP:
3.982 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000171
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 | — | macrophage migration in zebrafish | 20.0 μM | 10.1021/acs.jnatprod.1c01103 Journal of Natural Products |