SCS-C002115

penicacid U

Pathway: Polyketides Superclass: Cyclic polyketides Class: Phthalide derivatives

Chemical Structure

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Source Information

Penicillium senticosum (NA)

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

South China Sea · -1400m

DOI: 10.3390/md24030108 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

364.4 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H24O7

Molecular Weight:

364.3900 Da

SMILES:

CCOC(=O)C[C@H](O)/C(C)=C/Cc1c(O)c2c(c(C)c1OC)COC2=O

InChIKey:

                        MKCNZTDKXFFGAR-XYYIANASSA-N
                        
                    

InChI:

InChI=1S/C19H24O7/c1-5-25-15(21)8-14(20)10(2)6-7-12-17(22)16-13(9-26-19(16)23)11(3)18(12)24-4/h6,14,20,22H,5,7-9H2,1-4H3/b10-6+/t14-/m0/s1

Calculated Properties

ALogP:

2.183 lipophilicity

TPSA:

102.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4737 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002115

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	MOLM-13 acute myeloid leukemia cells	0.13 ± 0.01 μM	10.3390/md24030108 Marine Drugs

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