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SCS-C002087

5-hydroxymethyl-furan-2-carboxylic acid

Pathway: Polyketides Superclass: Cyclic polyketides Class: Furans
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Chemical Structure

Structure of 5-hydroxymethyl-furan-2-carboxylic acid
Loading 3D structure...
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

Myrothecium sp. (NA)
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Stachybotryaceae Genus Myrothecium Species Myrothecium sp.
South China Sea  · 2130 m
DOI: 10.3390/md18120597  · Marine Drugs
Phoma sp. CZD-F11 (fungus)
Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Didymellaceae Genus Phoma Species NA
South China Sea
DOI: 10.1080/14786419.2017.1389929  · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight
142.1 Da
Threshold ≤ 500
ALogP
0.47
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C6H6O4
Molecular Weight:
142.1100 Da
SMILES:
O=C(O)c1ccc(CO)o1
InChIKey:
PCSKKIUURRTAEM-UHFFFAOYSA-N
InChI:
InChI=1S/C6H6O4/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2,(H,8,9)
Calculated Properties
ALogP:
0.470 lipophilicity
TPSA:
70.67 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
1 (1 aromatic)
Chiral Centers:
0
Fsp³:
0.1667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002087
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Furans
Glycoside:
No
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 inhibition_percent PC-3 cells 66.1 % 10.1080/14786419.2017.1389929 Natural Product Research
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Structure enlarged