SCS-C004769

penicacid C

Pathway: Polyketides Superclass: Cyclic polyketides Class: Phthalide 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: 10.1016/j.bmcl.2012.02.106 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.4 Da

Threshold ≤ 500

ALogP

-0.13

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H22O9

Molecular Weight:

370.3540 Da

SMILES:

COc1c(C)c2c(c(O)c1CC(O)C(C)(O)C(O)CC(=O)O)C(=O)OC2

InChIKey:

                        HACULPQANLUFJL-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H22O9/c1-7-9-6-26-16(23)13(9)14(22)8(15(7)25-3)4-10(18)17(2,24)11(19)5-12(20)21/h10-11,18-19,22,24H,4-6H2,1-3H3,(H,20,21)

Calculated Properties

ALogP:

-0.130 lipophilicity

TPSA:

153.75 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5294 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004769

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Phthalide derivatives

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD22162

Biological Activity Data

No bioactivity data available for this compound.

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