SCS-C004554

oxisterigmatocystin D | oxisterigmatocystin I

Pathway: Polyketides Superclass: Chromanes | Xanthones Class: Aflatoxins | Methyl xanthones Glycoside

Chemical Structure

Structure of oxisterigmatocystin D | oxisterigmatocystin I

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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.

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Source Information

Aspergillus sp. (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1016/s1875-5364(18)30050-5 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

356.3 Da

Threshold ≤ 500

ALogP

2.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H16O7

Molecular Weight:

356.3300 Da

SMILES:

COc1cc2c(c3oc4cccc(O)c4c(=O)c13)[C@@H]1C[C@@H](OC)O[C@@H]1O2

InChIKey:

                        IWOYVIQOJCFZEP-PVYSZQQSSA-N
                        
                    

InChI:

InChI=1S/C19H16O7/c1-22-11-7-12-14(8-6-13(23-2)26-19(8)25-12)18-16(11)17(21)15-9(20)4-3-5-10(15)24-18/h3-5,7-8,13,19-20H,6H2,1-2H3/t8-,13-,19-/m0/s1

Calculated Properties

ALogP:

2.855 lipophilicity

TPSA:

87.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.3158 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004554

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes Xanthones

NPClassifier Class:

Aflatoxins Methyl xanthones

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30404

Biological Activity Data

No bioactivity data available for this compound.

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