SCS-C004203

asperisocoumarin F

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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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

Shankou Mangrove National Nature Reserve

DOI: 10.3762/bjoc.12.196 · Beilstein Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

430.4 Da

Threshold ≤ 500

ALogP

2.26

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H22O9

Molecular Weight:

430.4100 Da

SMILES:

COc1cc2c(c(O)c1COCc1c(OC)cc3c(c1O)C(=O)OCC3)C(=O)OCC2

InChIKey:

                        BLQFWMPMIIOMSF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C22H22O9/c1-27-15-7-11-3-5-30-21(25)17(11)19(23)13(15)9-29-10-14-16(28-2)8-12-4-6-31-22(26)18(12)20(14)24/h7-8,23-24H,3-6,9-10H2,1-2H3

Calculated Properties

ALogP:

2.258 lipophilicity

TPSA:

120.75 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3636 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004203

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27641

Biological Activity Data

No bioactivity data available for this compound.

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