SCS-C008012
hippolide E
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Linear sesterterpenoids
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
Hippospongia lachne
(NA)
Original source name: H. lachne
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Spongiidae
Genus
Hippospongia
Species
Hippospongia lachne
South China Sea
DOI:
10.1021/np200227s
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
402.6 Da
Threshold ≤ 500
ALogP
5.34
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H38O4
Molecular Weight:
402.5750 Da
SMILES:
CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(=C\C[C@H]1OC(=O)C=C1CO)CO
InChIKey:
ZPTKQNSPWUWKEN-QAXNIAIFSA-N
InChI:
InChI=1S/C25H38O4/c1-19(2)8-5-9-20(3)10-6-11-21(4)12-7-13-22(17-26)14-15-24-23(18-27)16-25(28)29-24/h8,10,12,14,16,24,26-27H,5-7,9,11,13,15,17-18H2,1-4H3/b20-10+,21-12+,22-14+/t24-/m1/s1
Calculated Properties
ALogP:
5.339 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
13
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.5600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008012
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Linear sesterterpenoids
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 | protein kinase C R (PKCR) | 40.35 μM | 10.1021/np200227s Journal of Natural Products |