SCS-C002594

penicilone A

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Penicillium simplicissimum (NA)

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

Dongzhaigang

DOI: 10.1021/acs.jnatprod.6b01179 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

496.6 Da

Threshold ≤ 500

ALogP

4.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H36O7

Molecular Weight:

496.6000 Da

SMILES:

CCCCCCC(C)/C=C(\C)C(=O)O[C@@]1(C)C(=O)C=C2C=C(C3=C(C)C[C@@H](O)CC3=O)OC=C2C1=O

InChIKey:

                        IOPDDPJESUGXJM-JDGIDKFOSA-N
                        
                    

InChI:

InChI=1S/C29H36O7/c1-6-7-8-9-10-17(2)11-19(4)28(34)36-29(5)25(32)14-20-13-24(35-16-22(20)27(29)33)26-18(3)12-21(30)15-23(26)31/h11,13-14,16-17,21,30H,6-10,12,15H2,1-5H3/b19-11+/t17?,21-,29+/m1/s1

Calculated Properties

ALogP:

4.758 lipophilicity

TPSA:

106.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.5172 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002594

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 CMNPD: CMNPD29191

Biological Activity Data

No bioactivity data available for this compound.

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