SCS-C006268

penitalarin D

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

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Source Information

Talaromyces sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Trichocomaceae Genus Talaromyces Species NA

South China Sea

DOI: 10.3390/md23080329 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

360.5 Da

Threshold ≤ 500

ALogP

4.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H32O4

Molecular Weight:

360.4940 Da

SMILES:

CC[C@H](C)/C=C/C=C(\C)C[C@@H](C)/C=C/C=C/[C@@H]1O[C@@H](C(=O)O)[C@@H]2O[C@]12C

InChIKey:

                        SNKPPYQCZHUMKV-PLYGORJFSA-N
                        
                    

InChI:

InChI=1S/C22H32O4/c1-6-15(2)11-9-12-17(4)14-16(3)10-7-8-13-18-22(5)20(26-22)19(25-18)21(23)24/h7-13,15-16,18-20H,6,14H2,1-5H3,(H,23,24)/b10-7+,11-9+,13-8+,17-12+/t15-,16-,18-,19+,20-,22+/m0/s1

Calculated Properties

ALogP:

4.683 lipophilicity

TPSA:

59.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5909 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006268

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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	HepG2 cells	270.7 μM	10.3390/md23080329 Marine Drugs
Antifibrotic / Organ protection	—	AML12 cell oxygen-glucose deprivation/reperfusion (OGD/R) injury model	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md23080329 Marine Drugs

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