SCS-C001125

penicimarin D

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins Glycoside

Chemical Structure

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Source Information

Penicillium sp. MWZ14-4 (soft coral-derived fungus)

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

Weizhou Island

DOI: 10.1021/np3007556 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

426.4 Da

Threshold ≤ 500

ALogP

-0.60

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (HBA) — borderline drug-like

Chemical Properties

Molecular Formula:

C19H22O11

Molecular Weight:

426.4000 Da

SMILES:

CC(=O)OC[C@H]1O[C@H](OCc2c(C)oc(=O)c3c(O)cc(O)cc23)[C@H](O)[C@@H](O)[C@@H]1O

InChIKey:

                        LYSRWWLDCUPVGA-YRHQEJDOSA-N
                        
                    

InChI:

InChI=1S/C19H22O11/c1-7-11(10-3-9(21)4-12(22)14(10)18(26)29-7)5-28-19-17(25)16(24)15(23)13(30-19)6-27-8(2)20/h3-4,13,15-17,19,21-25H,5-6H2,1-2H3/t13-,15-,16+,17-,19+/m1/s1

Calculated Properties

ALogP:

-0.600 lipophilicity

TPSA:

176.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4737 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001125

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

Glycoside:

Yes

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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