SCS-C001027

brasilianoid J

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: 10.1016/j.tet.2019.02.037 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

514.5 Da

Threshold ≤ 500

ALogP

1.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H30O10

Molecular Weight:

514.5270 Da

SMILES:

C=C1[C@@]23C(=O)O[C@H](C)[C@]24O[C@@]2(C(=C)[C@]5(C=CC(=O)OC5(C)C)C[C@@H](OC(C)=O)[C@]32C)[C@H](O)[C@@]1(C)OC4=O

InChIKey:

                        XBEHMUKXQBIBCH-UEAOMNGASA-N
                        
                    

InChI:

InChI=1S/C27H30O10/c1-12-22(7)18(30)26-13(2)24(10-9-17(29)35-21(24,5)6)11-16(34-15(4)28)23(26,8)25(12)19(31)33-14(3)27(25,37-26)20(32)36-22/h9-10,14,16,18,30H,1-2,11H2,3-8H3/t14-,16-,18-,22+,23-,24+,25+,26+,27-/m1/s1

Calculated Properties

ALogP:

1.448 lipophilicity

TPSA:

134.66 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001027

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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