SCS-C008319

epispongiatriol

Pathway: Terpenoids Superclass: Diterpenoids Class: Spongiane diterpenoids

Chemical Structure

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Download: SDF SMILES

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

348.4 Da

Threshold ≤ 500

ALogP

1.82

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H28O5

Molecular Weight:

348.4390 Da

SMILES:

C[C@]12CC(=O)C(O)[C@](C)(CO)[C@@H]1CC[C@@]1(CO)c3cocc3CC[C@@H]12

InChIKey:

                        MCWBEUKGVFWARY-LBNFNQNDSA-N
                        
                    

InChI:

InChI=1S/C20H28O5/c1-18-7-14(23)17(24)19(2,10-21)15(18)5-6-20(11-22)13-9-25-8-12(13)3-4-16(18)20/h8-9,15-17,21-22,24H,3-7,10-11H2,1-2H3/t15-,16-,17?,18+,19-,20-/m1/s1

Calculated Properties

ALogP:

1.821 lipophilicity

TPSA:

90.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008319

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Spongiane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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

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