SCS-C007648

norpenicyrone

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

Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

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

South China Sea

DOI: 10.1002/cbdv.202401544 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

420.5 Da

Threshold ≤ 500

ALogP

2.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H32O7

Molecular Weight:

420.5020 Da

SMILES:

COc1cc(=O)oc([C@@](C)(O)/C=C(\C)C(O)/C(C)=C/[C@]2(C)O[C@H](C)[C@@]3(C)O[C@H]32)c1C

InChIKey:

                        LCCPPRXJAQXPDH-JATQDRHESA-N
                        
                    

InChI:

InChI=1S/C23H32O7/c1-12(10-21(5,26)19-14(3)16(27-8)9-17(24)28-19)18(25)13(2)11-22(6)20-23(7,30-20)15(4)29-22/h9-11,15,18,20,25-26H,1-8H3/b12-10+,13-11+/t15-,18?,20+,21+,22+,23-/m1/s1

Calculated Properties

ALogP:

2.753 lipophilicity

TPSA:

101.66 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.6087 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007648

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

Biological Activity Data

No bioactivity data available for this compound.

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