SCS-C003295

penicisimpin C

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

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

Hainan Island

DOI: 10.1016/j.phytol.2016.07.003 · Phytochemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

262.3 Da

Threshold ≤ 500

ALogP

2.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H18O4

Molecular Weight:

262.3050 Da

SMILES:

CCC/C=C/[C@@H]1Cc2cc(O)c(C)c(O)c2C(=O)O1

InChIKey:

                        SKCMXYCMEOCGDG-MVIFTORASA-N
                        
                    

InChI:

InChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-12(16)9(2)14(17)13(10)15(18)19-11/h5-6,8,11,16-17H,3-4,7H2,1-2H3/b6-5+/t11-/m1/s1

Calculated Properties

ALogP:

2.844 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003295

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: CMNPD27695

Biological Activity Data

No bioactivity data available for this compound.

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