SCS-C007927

dfpenicimeroterpenoid E

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

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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

460.6 Da

Threshold ≤ 500

ALogP

3.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H36O7

Molecular Weight:

460.5670 Da

SMILES:

COC(=O)[C@@]12C(O)=C(C)C(=O)[C@]1(C)C(C)=C[C@H]1[C@]3(C(=O)O)CC[C@@H](O)C(C)(C)[C@H]3CC[C@@]12C

InChIKey:

                        IXUYTHQAXLZWMY-FAVWYLHDSA-N
                        
                    

InChI:

InChI=1S/C26H36O7/c1-13-12-16-23(5,26(21(32)33-7)19(29)14(2)18(28)24(13,26)6)10-8-15-22(3,4)17(27)9-11-25(15,16)20(30)31/h12,15-17,27,29H,8-11H2,1-7H3,(H,30,31)/t15-,16-,17-,23+,24+,25+,26-/m1/s1

Calculated Properties

ALogP:

3.811 lipophilicity

TPSA:

121.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7308 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007927

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

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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