SCS-C000726

Pseudoceranoid H

Pathway: Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

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Source Information

Pseudoceratina purpurea (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Verongiida Family Pseudoceratinidae Genus Pseudoceratina Species Pseudoceratina purpurea

Yongle Islands

DOI: 10.1021/acs.jnatprod.3c00877 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

344.5 Da

Threshold ≤ 500

ALogP

5.34

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H32O3

Molecular Weight:

344.4900 Da

SMILES:

COc1cc(O)cc2c1O[C@]1(C)CC[C@H]3C(C)(C)CCC[C@]3(C)[C@H]1C2

InChIKey:

                        BPWZDPIMJQDFDI-GKJHBJHPSA-N
                        
                    

InChI:

InChI=1S/C22H32O3/c1-20(2)8-6-9-21(3)17(20)7-10-22(4)18(21)12-14-11-15(23)13-16(24-5)19(14)25-22/h11,13,17-18,23H,6-10,12H2,1-5H3/t17-,18+,21-,22+/m0/s1

Calculated Properties

ALogP:

5.337 lipophilicity

TPSA:

38.69 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-C000726

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

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
Antitumor	IC50	H69AR,MDA-MB-231,ASPC-1,L-02	> 30.0 μM	10.1021/acs.jnatprod.3c00877 Journal of Natural Products
Antitumor	IC50	K562	14.01 μM	10.1021/acs.jnatprod.3c00877 Journal of Natural Products

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