SCS-C008052
(1S,3aS,4S,8aR)-1,4-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,6,8a-octahydroazulene-4-carbonitrile
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Guaiane 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
Phyllidiella pustulosa
(nudibranch)
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Nudibranchia
Family
Phyllidiidae
Genus
Phyllidiella
Species
Phyllidiella pustulosa
South China Sea
· 20 m
DOI:
10.1021/np0400961
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
231.4 Da
Threshold ≤ 500
ALogP
4.55
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H25N
Molecular Weight:
231.3830 Da
SMILES:
CC(C)C1=C[C@H]2[C@@H](C)CC[C@@H]2[C@@](C)(C#N)CC1
InChIKey:
BYVMQTGEYZGCRI-QCEMKRCNSA-N
InChI:
InChI=1S/C16H25N/c1-11(2)13-7-8-16(4,10-17)15-6-5-12(3)14(15)9-13/h9,11-12,14-15H,5-8H2,1-4H3/t12-,14-,15-,16+/m0/s1
Calculated Properties
ALogP:
4.555 lipophilicity
TPSA:
23.79 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
1
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008052
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Guaiane 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 |
|---|---|---|---|---|
| Ecological activity | — | Carassius auratus (goldfish) | 50.0 μg/cm2 | 10.1021/np0400961 Journal of Natural Products |