SCS-C008161

nakijinol B

Pathway: Terpenoids Superclass: Diterpenoids Class: Colensane and Clerodane diterpenoids

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

355.5 Da

Threshold ≤ 500

ALogP

5.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H29NO3

Molecular Weight:

355.4780 Da

SMILES:

C=C1CCC[C@H]2[C@](C)(Cc3c(O)c(O)cc4ncoc34)[C@@H](C)CC[C@]12C

InChIKey:

                        VRCMSDQYPBPHCD-YVUMSICPSA-N
                        
                    

InChI:

InChI=1S/C22H29NO3/c1-13-6-5-7-18-21(13,3)9-8-14(2)22(18,4)11-15-19(25)17(24)10-16-20(15)26-12-23-16/h10,12,14,18,24-25H,1,5-9,11H2,2-4H3/t14-,18+,21+,22+/m0/s1

Calculated Properties

ALogP:

5.580 lipophilicity

TPSA:

66.49 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5909 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008161

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Colensane and Clerodane 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
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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