SCS-C007928

dfpenicimeroterpenoid C

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

458.6 Da

Threshold ≤ 500

ALogP

2.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H34O7

Molecular Weight:

458.5510 Da

SMILES:

COC(=O)[C@@]12C(=O)[C@@](C)(O)C(=O)[C@]1(C)C(C)=C[C@H]1[C@]34CC[C@@H](OC3=O)C(C)(C)[C@@H]4CC[C@@]12C

InChIKey:

                        UPJBUABBBFMLGN-ZKKHVLHLSA-N
                        
                    

InChI:

InChI=1S/C26H34O7/c1-13-12-15-22(4,10-8-14-21(2,3)16-9-11-25(14,15)19(29)33-16)26(20(30)32-7)18(28)24(6,31)17(27)23(13,26)5/h12,14-16,31H,8-11H2,1-7H3/t14-,15+,16+,22-,23-,24-,25+,26+/m0/s1

Calculated Properties

ALogP:

2.779 lipophilicity

TPSA:

106.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.7692 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007928

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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