SCS-C005572

peniisocoumarin C

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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Source Information

Penicillium commune (fungus)

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

Qi'ao Mangrove Nature Reserve

DOI: 10.1021/acs.jnatprod.7b01018 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

290.3 Da

Threshold ≤ 500

ALogP

1.41

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H14O6

Molecular Weight:

290.2710 Da

SMILES:

COc1cc(O)c2c(=O)oc(C[C@@H]3O[C@@H]3C(C)=O)cc2c1

InChIKey:

                        JKHQGQJTVDBEGA-GXTWGEPZSA-N
                        
                    

InChI:

InChI=1S/C15H14O6/c1-7(16)14-12(21-14)6-10-4-8-3-9(19-2)5-11(17)13(8)15(18)20-10/h3-5,12,14,17H,6H2,1-2H3/t12-,14+/m0/s1

Calculated Properties

ALogP:

1.406 lipophilicity

TPSA:

89.27 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005572

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30915

Biological Activity Data

No bioactivity data available for this compound.

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