SCS-C001914
ent-melemeleone B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Colensane and Clerodane 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
Dactylospongia sp.
(marine sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Thorectidae
Genus
Dactylospongia
Species
NA
Xisha Islands
DOI:
10.1039/c8ob01580e
· Organic & Biomolecular Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
435.6 Da
Threshold ≤ 500
ALogP
3.61
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:
C23H33NO5S
Molecular Weight:
435.5860 Da
SMILES:
CC1=CCCC2C1(C)CCC(C)C2(C)CC1=CC(=O)C(NCCS(=O)(=O)O)=CC1=O
InChIKey:
DTNJUMSQZGAJQJ-UHFFFAOYSA-N
InChI:
InChI=1S/C23H33NO5S/c1-15-6-5-7-21-22(15,3)9-8-16(2)23(21,4)14-17-12-20(26)18(13-19(17)25)24-10-11-30(27,28)29/h6,12-13,16,21,24H,5,7-11,14H2,1-4H3,(H,27,28,29)
Calculated Properties
ALogP:
3.615 lipophilicity
TPSA:
100.54 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6522 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001914
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Colensane and Clerodane 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 | IL-6,IL-1β,IL-8,PGE2 | 5.1–9.2 μM | 10.1039/c8ob01580e Organic & Biomolecular Chemistry |