SCS-C008160

hyrtiolacton A

Pathway: Terpenoids

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Hyrtios sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Hyrtios Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.7b00435 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

328.5 Da

Threshold ≤ 500

ALogP

4.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H28O3

Molecular Weight:

328.4520 Da

SMILES:

C=C1CCC[C@H]2[C@]3(C)Cc4oc(=O)cc(OC)c4[C@]3(C)CC[C@]12C

InChIKey:

                        IOJAEVLONPDUJK-DBOLQNLKSA-N
                        
                    

InChI:

InChI=1S/C21H28O3/c1-13-7-6-8-16-19(13,2)9-10-20(3)18-14(23-5)11-17(22)24-15(18)12-21(16,20)4/h11,16H,1,6-10,12H2,2-5H3/t16-,19-,20+,21+/m1/s1

Calculated Properties

ALogP:

4.625 lipophilicity

TPSA:

39.44 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008160

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

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
Enzyme inhibition	activity screening	PTP1B	compound 1 ... lacked significant inhibitory activity at the concentration of 30 μM.	10.1021/acs.jnatprod.7b00435 Journal of Natural Products
Antitumor	activity screening	HL-60 human cancer cell lines	none of them showed significant cytotoxicity against four human cancer cell lines at the concentration of 30 μM.	10.1021/acs.jnatprod.7b00435 Journal of Natural Products

Back to Compounds