SCS-C000390

pinophilin D

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Penicillium pinophilum XS-20090E18 (NA)

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

South China Sea

DOI: 10.1021/acs.jnatprod.5b00575 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

402.4 Da

Threshold ≤ 500

ALogP

1.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H22O8

Molecular Weight:

402.4000 Da

SMILES:

Cc1cc(O)cc(O)c1C(=O)O[C@]1(C)C(=O)C=C2C=C(C=CCO)OC[C@H]2[C@@H]1O

InChIKey:

                        IBOLUJUHKDADNQ-MFMILTCTSA-N
                        
                    

InChI:

InChI=1S/C21H22O8/c1-11-6-13(23)9-16(24)18(11)20(27)29-21(2)17(25)8-12-7-14(4-3-5-22)28-10-15(12)19(21)26/h3-4,6-9,15,19,22-24,26H,5,10H2,1-2H3/t15-,19+,21-/m1/s1

Calculated Properties

ALogP:

1.270 lipophilicity

TPSA:

133.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000390

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

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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