SCS-C004376

sorbicatechol A

Pathway: Polyketides Superclass: Aromatic polyketides Class: Sorbicilinoids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Penicillium chrysogenum (fungus)

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

South China Sea

DOI: 10.1021/np400977e · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

398.5 Da

Threshold ≤ 500

ALogP

3.36

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H26O6

Molecular Weight:

398.4550 Da

SMILES:

C/C=C/C=C/C(O)=C1/C(=O)C2(C)C(=O)C(C)(O)C1C[C@@H]2c1ccc(O)c(OC)c1

InChIKey:

                        GSRGQKYQEBYBAG-LRLGTUPVSA-N
                        
                    

InChI:

InChI=1S/C23H26O6/c1-5-6-7-8-17(25)19-15-12-14(13-9-10-16(24)18(11-13)29-4)22(2,20(19)26)21(27)23(15,3)28/h5-11,14-15,24-25,28H,12H2,1-4H3/b6-5+,8-7+,19-17-/t14-,15?,22?,23?/m1/s1

Calculated Properties

ALogP:

3.358 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.3913 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004376

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Sorbicilinoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24727

Biological Activity Data

No bioactivity data available for this compound.

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