SCS-C002065

8-dehydro-β-resoantarctine A

Pathway: Shikimates and Phenylpropanoids Superclass: Phenolic acids (C6-C1) Class: Shikimic acids and derivatives | Simple phenolic acids

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Chemical Structure

Structure of 8-dehydro-β-resoantarctine A

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Penicillium antarcticum KMM 4685 (brown alga)

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

South China Sea

DOI: 10.3390/md21030178 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

340.4 Da

Threshold ≤ 500

ALogP

1.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H24O7

Molecular Weight:

340.3720 Da

SMILES:

CC(O)CCC/C=C/c1cc(O)cc(O)c1C(=O)OCC(O)CO

InChIKey:

                        KGAWDAAVMLLVSA-GQCTYLIASA-N
                        
                    

InChI:

InChI=1S/C17H24O7/c1-11(19)5-3-2-4-6-12-7-13(20)8-15(22)16(12)17(23)24-10-14(21)9-18/h4,6-8,11,14,18-22H,2-3,5,9-10H2,1H3/b6-4+

Calculated Properties

ALogP:

1.172 lipophilicity

TPSA:

127.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4706 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002065

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Phenolic acids (C6-C1)

NPClassifier Class:

Shikimic acids and derivatives Simple phenolic acids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	LNCaP,DU145,22Rv1 cells	31.0–82.5 μM	10.3390/md21030178 Marine Drugs

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