SCS-C007154

eupenicisirenin D

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Cyclobisabolane sesquiterpenoids

Chemical Structure

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Source Information

Penicillium sp. SCSIO 41410 (soft coral-derived fungus)

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

South China Sea

DOI: 10.1016/j.ejmech.2023.116068 · European Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

224.3 Da

Threshold ≤ 500

ALogP

1.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H16O4

Molecular Weight:

224.2560 Da

SMILES:

CC1(CCC(=O)O)C2C=C(C(=O)O)CCC21

InChIKey:

                        XCADGXCINJWFAL-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C12H16O4/c1-12(5-4-10(13)14)8-3-2-7(11(15)16)6-9(8)12/h6,8-9H,2-5H2,1H3,(H,13,14)(H,15,16)

Calculated Properties

ALogP:

1.908 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007154

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Cyclobisabolane sesquiterpenoids

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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