SCS-C008316

17-O-acetylspongiatriol

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

390.5 Da

Threshold ≤ 500

ALogP

2.39

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O6

Molecular Weight:

390.4760 Da

SMILES:

CC(=O)OC[C@@]12CC[C@@H]3[C@](C)(CC(=O)[C@H](O)[C@]3(C)CO)[C@H]1CCc1cocc12

InChIKey:

                        HBPUBFLTLMMQEH-KQFPAPQFSA-N
                        
                    

InChI:

InChI=1S/C22H30O6/c1-13(24)28-12-22-7-6-17-20(2,8-16(25)19(26)21(17,3)11-23)18(22)5-4-14-9-27-10-15(14)22/h9-10,17-19,23,26H,4-8,11-12H2,1-3H3/t17-,18-,19+,20+,21-,22-/m1/s1

Calculated Properties

ALogP:

2.392 lipophilicity

TPSA:

96.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008316

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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