SCS-C001022

brasilianoid A

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

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Source Information

Penicillium brasilianum (fungus)

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

Beibu Gulf

DOI: 10.3389/fchem.2018.00314 · Frontiers in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

474.5 Da

Threshold ≤ 500

ALogP

1.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H34O8

Molecular Weight:

474.5000 Da

SMILES:

C=C1[C@@]2(C)C[C@H]3[C@]4(C)[C@H](O)[C@@H]5C[C@@](C)(OC5=O)[C@H]4CC[C@]3(C)[C@]1(C(=O)OC)C(=O)[C@@](C)(O)C2=O

InChIKey:

                        FNFYONWPUAUWGV-WJCJGBOZSA-N
                        
                    

InChI:

InChI=1S/C26H34O8/c1-12-21(2)11-15-22(3,26(12,20(31)33-7)19(30)25(6,32)18(21)29)9-8-14-23(4)10-13(17(28)34-23)16(27)24(14,15)5/h13-16,27,32H,1,8-11H2,2-7H3/t13-,14+,15+,16+,21+,22-,23+,24+,25-,26-/m0/s1

Calculated Properties

ALogP:

1.750 lipophilicity

TPSA:

127.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7692 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001022

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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