SCS-C000221
craterellin A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Drimane 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
Lophiostoma sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Lophiostomataceae
Genus
Lophiostoma
Species
NA
South China Sea
DOI:
10.1002/cbdv.201400331
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
362.5 Da
Threshold ≤ 500
ALogP
2.97
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H34O4
Molecular Weight:
362.5000 Da
SMILES:
CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C[C@@]12O[C@@H]1[C@H](O)C(CO)=C[C@H]2O
InChIKey:
VBZYLQJSPMDPOO-VDUSHUSESA-N
InChI:
InChI=1S/C22H34O4/c1-13-6-7-16-20(2,3)8-5-9-21(16,4)15(13)11-22-17(24)10-14(12-23)18(25)19(22)26-22/h6,10,15-19,23-25H,5,7-9,11-12H2,1-4H3/t15-,16-,17+,18+,19+,21+,22-/m0/s1
Calculated Properties
ALogP:
2.967 lipophilicity
TPSA:
73.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000221
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Drimane 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 |
|---|---|---|---|---|
| Antibacterial | MIC | Bacillus cereus | 3.12 μM | 10.1002/cbdv.201400331 Chemistry & Biodiversity |