SCS-C001721

pinazaphilone B

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium sp. HN29-3B1 (soft coral-derived fungus)

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

Dongzhaigang Mangrove National Nature Reserve

DOI: 10.1021/np500885f · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

416.4 Da

Threshold ≤ 500

ALogP

1.36

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H20O9

Molecular Weight:

416.4000 Da

SMILES:

Cc1cc(O)cc(O)c1C(=O)O[C@H]1[C@@H]2COC(C=CC(=O)O)=CC2=CC(=O)[C@]1(C)O

InChIKey:

                        ZDFHVFVPRFCIRZ-RFVSGWPVSA-N
                        
                    

InChI:

InChI=1S/C21H20O9/c1-10-5-12(22)8-15(23)18(10)20(27)30-19-14-9-29-13(3-4-17(25)26)6-11(14)7-16(24)21(19,2)28/h3-8,14,19,22-23,28H,9H2,1-2H3,(H,25,26)/t14-,19+,21+/m1/s1

Calculated Properties

ALogP:

1.363 lipophilicity

TPSA:

150.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.2857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001721

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

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	IC50	α-glucosidase	28.0 ± 0.2 μM	10.1021/np500885f Journal of Natural Products

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