SCS-C000724

Pseudoceranoid F

Pathway: Terpenoids Superclass: Diterpenoids Class: Halimane diterpenoids

Chemical Structure

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Download: SDF SMILES

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

374.5 Da

Threshold ≤ 500

ALogP

3.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O5

Molecular Weight:

374.4700 Da

SMILES:

COC1=CC(=O)C(O)=C(C[C@@]2(C)CC[C@]3(C)[C@@H](C)C(=O)CC[C@H]3[C@H]2C)C1=O

InChIKey:

                        RYIGBHZAONGHBR-CJMGHWTJSA-N
                        
                    

InChI:

InChI=1S/C22H30O5/c1-12-15-6-7-16(23)13(2)22(15,4)9-8-21(12,3)11-14-19(25)17(24)10-18(27-5)20(14)26/h10,12-13,15,25H,6-9,11H2,1-5H3/t12-,13+,15+,21-,22-/m1/s1

Calculated Properties

ALogP:

3.928 lipophilicity

TPSA:

80.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6818 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000724

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Halimane 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
Antitumor	IC50	H69AR,MDA-MB-231,ASPC-1	> 30.0 μM	10.1021/acs.jnatprod.3c00877 Journal of Natural Products
Antitumor	IC50	K562	16.14 μM	10.1021/acs.jnatprod.3c00877 Journal of Natural Products
Antitumor	IC50	L-02	7.6 μM	10.1021/acs.jnatprod.3c00877 Journal of Natural Products

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