SCS-C003127

penicisimpin B

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

250.3 Da

Threshold ≤ 500

ALogP

2.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H18O4

Molecular Weight:

250.2940 Da

SMILES:

CCCCC[C@@H]1Cc2cc(O)cc(O)c2C(=O)O1

InChIKey:

                        ZCPYJMSBMMBYSS-LLVKDONJSA-N
                        
                    

InChI:

InChI=1S/C14H18O4/c1-2-3-4-5-11-7-9-6-10(15)8-12(16)13(9)14(17)18-11/h6,8,11,15-16H,2-5,7H2,1H3/t11-/m1/s1

Calculated Properties

ALogP:

2.760 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003127

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: CMNPD27694

Biological Activity Data

No bioactivity data available for this compound.

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