SCS-C001949

Topsensterol C

Pathway: Terpenoids Superclass: Triterpenoids Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Topsentia sp. (marine sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Suberitida Family Halichondriidae Genus Topsentia Species NA

Xuwen

DOI: 10.3390/md14080146 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

532.7 Da

Threshold ≤ 500

ALogP

3.74

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H48O7

Molecular Weight:

532.7000 Da

SMILES:

COC1C=C(C(C)CC[C@@H](C)[C@H]2CC[C@@]3(C)[C@@H]4C[C@H](O)[C@H]5[C@@H](O)[C@H](O)[C@@H](O)C[C@]5(C)C4=CC[C@]23C)C(=O)O1

InChIKey:

                        HZCZKLJHTYNXOW-NERJBYRESA-N
                        
                    

InChI:

InChI=1S/C31H48O7/c1-16(18-13-24(37-6)38-28(18)36)7-8-17(2)19-9-11-31(5)21-14-22(32)25-27(35)26(34)23(33)15-29(25,3)20(21)10-12-30(19,31)4/h10,13,16-17,19,21-27,32-35H,7-9,11-12,14-15H2,1-6H3/t16?,17-,19-,21-,22+,23+,24?,25+,26-,27-,29-,30-,31+/m1/s1

Calculated Properties

ALogP:

3.737 lipophilicity

TPSA:

116.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.8387 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001949

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

N/A

Glycoside:

Yes

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
Antitumor	IC50	K562, SGC-7901	6.0 μM	10.3390/md14080146 Marine Drugs
Antitumor	IC50	K562, SGC-7901	28.0 μM	10.3390/md14080146 Marine Drugs

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