SCS-C000391

pinophilin E

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Penicillium pinophilum XS-20090E18 (NA)

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

South China Sea

DOI: 10.1021/acs.jnatprod.5b00575 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

404.4 Da

Threshold ≤ 500

ALogP

1.49

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H24O8

Molecular Weight:

404.4000 Da

SMILES:

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

InChIKey:

                        WKBBEOYRGCTFKF-KZVNWMJWSA-N
                        
                    

InChI:

InChI=1S/C21H24O8/c1-10-4-13(23)8-16(24)18(10)20(26)29-19-15-9-28-14(5-11(2)22)6-12(15)7-17(25)21(19,3)27/h4,6-8,11,15,19,22-24,27H,5,9H2,1-3H3/t11?,15-,19+,21-/m1/s1

Calculated Properties

ALogP:

1.493 lipophilicity

TPSA:

133.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000391

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

No bioactivity data available for this compound.

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