SCS-C007342

penicacid F

Pathway: Polyketides Superclass: Cyclic polyketides Class: Phthalide derivatives

Chemical Structure

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Source Information

Penicillium parvum (NA)

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

South China Sea · 2476 m

DOI: 10.1016/s1875-5364(20)60027-9 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

378.4 Da

Threshold ≤ 500

ALogP

2.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H22O8

Molecular Weight:

378.3770 Da

SMILES:

COc1c(C)c2c(c(O)c1C[C@H](OC(C)=O)/C(C)=C/CC(=O)O)C(=O)OC2

InChIKey:

                        NGRYFLZASWENRP-KVEVGEHQSA-N
                        
                    

InChI:

InChI=1S/C19H22O8/c1-9(5-6-15(21)22)14(27-11(3)20)7-12-17(23)16-13(8-26-19(16)24)10(2)18(12)25-4/h5,14,23H,6-8H2,1-4H3,(H,21,22)/b9-5+/t14-/m0/s1

Calculated Properties

ALogP:

2.275 lipophilicity

TPSA:

119.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4211 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007342

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

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	IC50	HCT-116, BEL-7402, MGC-803, SH-SY5Y, HO-8910, HL-60 cell lines	12.61–26.38 μmol·L-1	10.1016/s1875-5364(20)60027-9 Chinese Journal of Natural Medicines

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