SCS-C008071
klyflaccilin A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Eunicellane diterpenoids
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
Klyxum flaccidum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Cladiellidae
Genus
Klyxum
Species
Klyxum flaccidum
South China Sea
DOI:
10.1021/acs.orglett.9b01998
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
362.5 Da
Threshold ≤ 500
ALogP
4.03
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H34O4
Molecular Weight:
362.5100 Da
SMILES:
CC(=O)O[C@H]1C/C=C(\C)C[C@H]2O[C@H]([C@H]3[C@@H]2C(C)=CC[C@@H]3C(C)C)[C@]1(C)O
InChIKey:
SNFAYZSTUXBCJC-ZUGKOIATSA-N
InChI:
InChI=1S/C22H34O4/c1-12(2)16-9-8-14(4)19-17-11-13(3)7-10-18(25-15(5)23)22(6,24)21(26-17)20(16)19/h7-8,12,16-21,24H,9-11H2,1-6H3/b13-7+/t16-,17-,18+,19-,20-,21-,22-/m1/s1
Calculated Properties
ALogP:
4.031 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.7727 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008071
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Eunicellane diterpenoids
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 | IC50 | LPS-induced TNF-α protein release | 25.9 μM | 10.1021/acs.orglett.9b01998 Organic Letters |
| Toxicity | CC50 | cell viability | > 50.0 μM | 10.1021/acs.orglett.9b01998 Organic Letters |