SCS-C008163

dactyloquinone A

Pathway: Terpenoids

Chemical Structure

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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

356.5 Da

Threshold ≤ 500

ALogP

4.26

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H28O4

Molecular Weight:

356.4620 Da

SMILES:

C=C1CCC[C@@]23OC4=C(C[C@]2(C)[C@@H](C)CC[C@]13C)C(=O)C(OC)=CC4=O

InChIKey:

                        VHEIQBFDIYFDPD-VKPKAYIDSA-N
                        
                    

InChI:

InChI=1S/C22H28O4/c1-13-7-6-9-22-20(13,3)10-8-14(2)21(22,4)12-15-18(24)17(25-5)11-16(23)19(15)26-22/h11,14H,1,6-10,12H2,2-5H3/t14-,20+,21+,22-/m0/s1

Calculated Properties

ALogP:

4.264 lipophilicity

TPSA:

52.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6364 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008163

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	the other compounds 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

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