SCS-C008318
15α-ethoxyepispongiatriol-16(15H)-one
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Spongiane diterpenoids
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
Spongia officinalis
(Spongia officinalis var. ceylonica)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Spongiidae
Genus
Spongia
Species
Spongia officinalis
South China Sea
· 10 m
DOI:
10.1021/acs.jnatprod.9b00270
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
408.5 Da
Threshold ≤ 500
ALogP
1.34
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H32O7
Molecular Weight:
408.4910 Da
SMILES:
CCO[C@H]1OC(=O)C2=C1[C@]1(CO)CC[C@@H]3[C@](C)(CC(=O)[C@H](O)[C@]3(C)CO)[C@H]1CC2
InChIKey:
KDZLTGZYRLGLRN-VUDUSMHESA-N
InChI:
InChI=1S/C22H32O7/c1-4-28-19-16-12(18(27)29-19)5-6-15-20(2)9-13(25)17(26)21(3,10-23)14(20)7-8-22(15,16)11-24/h14-15,17,19,23-24,26H,4-11H2,1-3H3/t14-,15-,17+,19+,20+,21-,22+/m1/s1
Calculated Properties
ALogP:
1.340 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008318
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Spongiane diterpenoids
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 | LPS-induced NO production | 12.0–32.0 μM | 10.1021/acs.jnatprod.9b00270 Journal of Natural Products |