SCS-C007163

eupenicisirenin O

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

264.3 Da

Threshold ≤ 500

ALogP

2.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H20O4

Molecular Weight:

264.3210 Da

SMILES:

C/C(=C\CC[C@@]1(C)[C@@H]2C=C(C(=O)O)CC[C@@H]21)C(=O)O

InChIKey:

                        MMKLWSJMUSLXAG-VINCVGHQSA-N
                        
                    

InChI:

InChI=1S/C15H20O4/c1-9(13(16)17)4-3-7-15(2)11-6-5-10(14(18)19)8-12(11)15/h4,8,11-12H,3,5-7H2,1-2H3,(H,16,17)(H,18,19)/b9-4+/t11-,12+,15+/m0/s1

Calculated Properties

ALogP:

2.855 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007163

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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