ChemFOnt: Showing chemical card for Arctic acid (CFc000281810)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:34 UTC

Chemfont ID

CFc000281810

Molecule Identification

Common Name

Arctic acid

Definition

Arctic acid, also known as arctate, is a member of the class of compounds known as bi- and oligothiophenes. Bi- and oligothiophenes are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms. Arctic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Arctic acid can be found in burdock, which makes arctic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Arctate	Generator

Chemical Formula

C₁₂H₈O₂S₂

Average Molecular Weight

248.321

Monoisotopic Molecular Weight

247.99657088

IUPAC Name

5-[5-(prop-1-yn-1-yl)thiophen-2-yl]thiophene-2-carboxylic acid

Traditional Name

5-[5-(prop-1-yn-1-yl)thiophen-2-yl]thiophene-2-carboxylic acid

CAS Registry Number

None

SMILES

CC#CC1=CC=C(S1)C1=CC=C(S1)C(O)=O

InChI Identifier

InChI=1S/C12H8O2S2/c1-2-3-8-4-5-9(15-8)10-6-7-11(16-10)12(13)14/h4-7H,1H3,(H,13,14)

InChI Key

SJVJMFXCINSXFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Bi- and oligothiophenes

Sub Class

Not Available

Direct Parent

Bi- and oligothiophenes

Alternative Parents

Substituents

Bithiophene
Thiophene carboxylic acid or derivatives
Thiophene carboxylic acid
2,5-disubstituted thiophene
Heteroaromatic compound
Thiophene
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302294)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.7	ALOGPS
logP	4.08	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	-9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	62.47 m³·mol⁻¹	ChemAxon
Polarizability	26.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302294

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004069

KNApSAcK ID

Not Available

Chemspider ID

158358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182071

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Arctic acid (CFc000281810)

MOL for CFc000281810 (Arctic acid)

3D MOL for CFc000281810 (Arctic acid)

3D SDF for CFc000281810 (Arctic acid)

3D-SDF for CFc000281810 (Arctic acid)

PDB for CFc000281810 (Arctic acid)

3D PDB for CFc000281810 (Arctic acid)

SMILES for CFc000281810 (Arctic acid)

INCHI for CFc000281810 (Arctic acid)

Structure for CFc000281810 (Arctic acid)

3D Structure for CFc000281810 (Arctic acid)