SCS-C008086

5-methoxysterigmatocystin

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

Chemical Structure

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Source Information

fungal sp. ZSUH-36 (mangrove endophytic fungus)

Original source name: mangrove endophytic fungus ZSUH-36 (isolated from the Shenzhen mangrove Acanthus ilicifolius Linn.)

Kingdom Fungi Phylum Ascomycota Class NA Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.1002/mrc.1974 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

354.3 Da

Threshold ≤ 500

ALogP

3.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H14O7

Molecular Weight:

354.3140 Da

SMILES:

COc1ccc(O)c2c(=O)c3c(OC)cc4c(c3oc12)[C@@H]1C=CO[C@@H]1O4

InChIKey:

                        VVRUNWFPOWIBDY-WPCRTTGESA-N
                        
                    

InChI:

InChI=1S/C19H14O7/c1-22-10-4-3-9(20)14-16(21)15-11(23-2)7-12-13(18(15)26-17(10)14)8-5-6-24-19(8)25-12/h3-8,19-20H,1-2H3/t8-,19+/m0/s1

Calculated Properties

ALogP:

3.015 lipophilicity

TPSA:

87.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.2105 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008086

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes Xanthones

NPClassifier Class:

Aflatoxins Methyl xanthones

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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