SCS-C005044

(+)-brevicolide B

Pathway: Polyketides Superclass: Cyclic polyketides

Chemical Structure

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Source Information

Penicillium brevicompactum (NA)

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

South China Sea

DOI: 10.1080/14786419.2016.1239096 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

336.3 Da

Threshold ≤ 500

ALogP

1.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H20O7

Molecular Weight:

336.3400 Da

SMILES:

COc1c(C)c2c(c(O)c1C[C@@H](O)[C@@]1(C)CCC(=O)O1)C(=O)OC2

InChIKey:

                        WSNMPAVSZJSIMT-PIGZYNQJSA-N
                        
                    

InChI:

InChI=1S/C17H20O7/c1-8-10-7-23-16(21)13(10)14(20)9(15(8)22-3)6-11(18)17(2)5-4-12(19)24-17/h11,18,20H,4-7H2,1-3H3/t11-,17-/m1/s1

Calculated Properties

ALogP:

1.379 lipophilicity

TPSA:

102.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5294 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005044

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD28901

Biological Activity Data

No bioactivity data available for this compound.

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