SCS-C006647
4a-hydroxy-chatancin
Pathway: Terpenoids
Glycoside
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
Sarcophyton tortuosum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton tortuosum
South China Sea
· -20 m
DOI:
10.3390/md22120553
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
364.5 Da
Threshold ≤ 500
ALogP
2.65
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H32O5
Molecular Weight:
364.4820 Da
SMILES:
COC(=O)C1=C[C@]23C[C@@H](C)CC[C@@H]2[C@]2(C)[C@H]1[C@](O)(O3)[C@H](C(C)C)C[C@@H]2O
InChIKey:
WBFPXDWYTAONCN-LZAMMIJDSA-N
InChI:
InChI=1S/C21H32O5/c1-11(2)14-8-16(22)19(4)15-7-6-12(3)9-20(15)10-13(18(23)25-5)17(19)21(14,24)26-20/h10-12,14-17,22,24H,6-9H2,1-5H3/t12-,14-,15+,16-,17-,19-,20+,21+/m0/s1
Calculated Properties
ALogP:
2.652 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006647
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
Yes
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 | Streptococcus parauberis KSP28 | 9.1 μg/mL | 10.3390/md22120553 Marine Drugs |
| Antibacterial | MIC | oxytetracycline-resistant Streptococcus parauberis SPOF3K | 9.1 μg/mL | 10.3390/md22120553 Marine Drugs |
| Antibacterial | MIC | Photobacterium damselae FP2244 | 18.2 μg/mL | 10.3390/md22120553 Marine Drugs |
| Metabolic / Lipid regulation | luciferase reporter assay | PPAR-α, PPAR-β, PPAR-γ | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md22120553 Marine Drugs |