SCS-C008374

tasihalide D

Pathway: Terpenoids Superclass: Diterpenoids

Chemical Structure

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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 · shallow water

DOI: 10.1021/acs.joc.4c02689 · The Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

423.4 Da

Threshold ≤ 500

ALogP

5.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H31BrO3

Molecular Weight:

423.3910 Da

SMILES:

C=C(C)[C@H]1CCC(C)=C2C(=O)C[C@]3(C)[C@@H]([C@H](C)[C@H](OC(C)=O)C[C@H]3Br)[C@@H]21

InChIKey:

                        HYRLZHHRWPABEG-XYJLJJGDSA-N
                        
                    

InChI:

InChI=1S/C22H31BrO3/c1-11(2)15-8-7-12(3)19-16(25)10-22(6)18(23)9-17(26-14(5)24)13(4)21(22)20(15)19/h13,15,17-18,20-21H,1,7-10H2,2-6H3/t13-,15-,17-,18-,20-,21+,22+/m1/s1

Calculated Properties

ALogP:

5.236 lipophilicity

TPSA:

43.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008374

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

N/A

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	NO production inhibition	LPS-stimulated BV-2 microglial cells	74.53 %	10.1021/acs.joc.4c02689 The Journal of Organic Chemistry

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