SCS-C007080
dysiscalarone B
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Scalarane sesterterpenoids
Glycoside
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
Dysidea granulosa
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Dysideidae
Genus
Dysidea
Species
Dysidea granulosa
South China Sea
DOI:
10.1016/j.bioorg.2021.104791
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
540.7 Da
Threshold ≤ 500
ALogP
4.79
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H44O7
Molecular Weight:
540.6970 Da
SMILES:
CCC(O)CC(=O)O[C@H]1C[C@@H]2[C@@]3(C)CCC[C@@]4(C[C@@H]4C)[C@@H]3CC[C@@]2(C)C2=CC(=O)C3=C(C(=O)OC3(C)O)[C@]21C
InChIKey:
MCPFXTFJNQPZOD-VXQDQCBWSA-N
InChI:
InChI=1S/C32H44O7/c1-7-18(33)13-24(35)38-23-15-21-28(3)10-8-11-32(16-17(32)2)20(28)9-12-29(21,4)22-14-19(34)25-26(30(22,23)5)27(36)39-31(25,6)37/h14,17-18,20-21,23,33,37H,7-13,15-16H2,1-6H3/t17-,18?,20+,21+,23-,28-,29+,30+,31?,32-/m0/s1
Calculated Properties
ALogP:
4.789 lipophilicity
TPSA:
110.13 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
6
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7812 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007080
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Scalarane sesterterpenoids
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | lipopolysaccharide-stimulated nitric oxide production | 18.5 μM | 10.1016/j.bioorg.2021.104791 Bioorganic Chemistry |
| Antitumor | — | lung cancer PC9 cells | all the seven metabolites showed no significant cytotoxicity against lung cancer PC9 cell line at the concentration of 20 μM | 10.1016/j.bioorg.2021.104791 Bioorganic Chemistry |