SCS-C002080

1-acetylpallidopenilline A

Pathway: Polyketides Superclass: Cyclic polyketides Class: Monacolins and Monacolin derivatives

Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium thomii Maire KMM 4675 (brown alga)

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

South China Sea

DOI: 10.1021/acs.jnatprod.6b00624 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

312.4 Da

Threshold ≤ 500

ALogP

0.19

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H24O6

Molecular Weight:

312.3600 Da

SMILES:

CC(=O)OCCC(=O)[C@@H]1[C@H]2CC[C@H](O)[C@@H](O)[C@@H]2C=C[C@@]1(C)O

InChIKey:

                        QICFVHYRAGNQEH-OKSWBZEOSA-N
                        
                    

InChI:

InChI=1S/C16H24O6/c1-9(17)22-8-6-12(18)14-10-3-4-13(19)15(20)11(10)5-7-16(14,2)21/h5,7,10-11,13-15,19-21H,3-4,6,8H2,1-2H3/t10-,11+,13-,14-,15-,16+/m0/s1

Calculated Properties

ALogP:

0.194 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002080

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Monacolins and Monacolin 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	inhibition	22Rv1 cells	inhibition	10.1021/acs.jnatprod.6b00624 Journal of Natural Products

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