SCS-C002767

(R)-pyrenocine B

Pathway: Polyketides Superclass: Cyclic polyketides Class: 2-pyrone derivatives

Chemical Structure

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Source Information

Penicillium camemberti (NA)

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

Wenchang

DOI: 10.6023/cjoc201803017 · Chinese Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

226.2 Da

Threshold ≤ 500

ALogP

0.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H14O5

Molecular Weight:

226.2280 Da

SMILES:

COc1cc(=O)oc(C)c1C(=O)C[C@@H](C)O

InChIKey:

                        NXDGLHJHHJJTSZ-ZCFIWIBFSA-N
                        
                    

InChI:

InChI=1S/C11H14O5/c1-6(12)4-8(13)11-7(2)16-10(14)5-9(11)15-3/h5-6,12H,4H2,1-3H3/t6-/m1/s1

Calculated Properties

ALogP:

0.910 lipophilicity

TPSA:

76.74 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4545 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002767

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

2-pyrone derivatives

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30908

Biological Activity Data

No bioactivity data available for this compound.

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