SCS-C004316

brasilianoid B

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

Weizhou Island

DOI: 10.3389/fchem.2018.00314 · Frontiers in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

414.5 Da

Threshold ≤ 500

ALogP

3.95

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H34O5

Molecular Weight:

414.5420 Da

SMILES:

C=C1[C@@]2(C)C[C@H]3[C@]4(C)C=CC(=O)OC(C)(C)[C@H]4CC[C@]3(C)[C@@]13C(=O)O[C@H](C)[C@@]3(O)C2

InChIKey:

                        SVIALEXDTCKIAX-FHYSOXBQSA-N
                        
                    

InChI:

InChI=1S/C25H34O5/c1-14-21(5)12-17-22(6)10-9-18(26)30-20(3,4)16(22)8-11-23(17,7)25(14)19(27)29-15(2)24(25,28)13-21/h9-10,15-17,28H,1,8,11-13H2,2-7H3/t15-,16-,17+,21+,22-,23+,24+,25+/m1/s1

Calculated Properties

ALogP:

3.950 lipophilicity

TPSA:

72.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004316

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 CMNPD: CMNPD30630

Biological Activity Data

No bioactivity data available for this compound.

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