SCS-C004901

peniciaculin A

Pathway: Polyketides | Terpenoids Superclass: Diphenyl ethers (DPEs) Class: Fungal DPEs

Chemical Structure

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Source Information

Talaromyces aculeatus (NA)

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

South China Sea

DOI: 10.1021/acs.jnatprod.5b00004 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

464.6 Da

Threshold ≤ 500

ALogP

7.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H36O5

Molecular Weight:

464.6020 Da

SMILES:

Cc1cc(O)cc(Oc2cc(C)cc(OCc3ccc([C@@](C)(O)CCCC(C)C)c(O)c3)c2)c1

InChIKey:

                        XSMRXZCLEOLMSC-LJAQVGFWSA-N
                        
                    

InChI:

InChI=1S/C29H36O5/c1-19(2)7-6-10-29(5,32)27-9-8-22(15-28(27)31)18-33-24-12-21(4)14-26(17-24)34-25-13-20(3)11-23(30)16-25/h8-9,11-17,19,30-32H,6-7,10,18H2,1-5H3/t29-/m0/s1

Calculated Properties

ALogP:

7.120 lipophilicity

TPSA:

79.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.3793 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004901

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Diphenyl ethers (DPEs)

NPClassifier Class:

Fungal DPEs

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26080

Biological Activity Data

No bioactivity data available for this compound.

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