SCS-C007929

6-oxapentacyclo[11.4.0.0^{4,12}.0^{5,10}.0^{4,8}]heptadecan-7-one

Pathway: Terpenoids

Chemical Structure

$Structure of 6-oxapentacyclo[11.4.0.0^{4,12}.0^{5,10}.0^{4,8}]heptadecan-7-one$

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Source Information

Penicillium sp. DF71 (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

South China Sea

DOI: 10.1021/acs.orglett.6c01506 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

247.4 Da

Threshold ≤ 500

ALogP

3.15

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H22O2

Molecular Weight:

247.3560 Da

SMILES:

[2H]C12OC(=O)C3CC1CC1C4CCCCC4CCC312

InChIKey:

                        PSZUKTLDNMYXJL-FCFVPJCTSA-N
                        
                    

InChI:

InChI=1S/C16H22O2/c17-15-13-8-10-7-12-11-4-2-1-3-9(11)5-6-16(12,13)14(10)18-15/h9-14H,1-8H2/i14D

Calculated Properties

ALogP:

3.154 lipophilicity

TPSA:

26.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.9375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007929

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
Angiogenesis modulation	—	intersegmental vessels	20.0 μM	10.1021/acs.orglett.6c01506 Organic Letters

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