SCS-C004226

penicimarin A

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Penicillium sp. (soft coral-derived fungus)

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

Weizhou Island

DOI: 10.1021/np3007556 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

224.2 Da

Threshold ≤ 500

ALogP

0.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H12O5

Molecular Weight:

224.2120 Da

SMILES:

C[C@H](O)[C@H]1COC(=O)c2c(O)cc(O)cc21

InChIKey:

                        SPXGRHRWLJRRMZ-YLWLKBPMSA-N
                        
                    

InChI:

InChI=1S/C11H12O5/c1-5(12)8-4-16-11(15)10-7(8)2-6(13)3-9(10)14/h2-3,5,8,12-14H,4H2,1H3/t5-,8+/m0/s1

Calculated Properties

ALogP:

0.733 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3636 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004226

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: CMNPD23470

Biological Activity Data

No bioactivity data available for this compound.

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