ChemFOnt: Showing chemical card for Arctic acid C (CFc000281812)

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

CFc000281812

Molecule Identification

Common Name

Arctic acid C

Definition

Arctic acid c, also known as arctate c, 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 c is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Arctic acid c can be found in burdock, which makes arctic acid c a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-2-[5'-(prop-1-yn-1-yl)-[2,2'-bithiophene]-5-yl]acetate	Generator
Arctate C	Generator

Chemical Formula

C₁₃H₁₀O₃S₂

Average Molecular Weight

278.347

Monoisotopic Molecular Weight

278.007135566

IUPAC Name

2-hydroxy-2-{5-[5-(prop-1-yn-1-yl)thiophen-2-yl]thiophen-2-yl}acetic acid

Traditional Name

hydroxy({5-[5-(prop-1-yn-1-yl)thiophen-2-yl]thiophen-2-yl})acetic acid

CAS Registry Number

None

SMILES

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

InChI Identifier

InChI=1S/C13H10O3S2/c1-2-3-8-4-5-9(17-8)10-6-7-11(18-10)12(14)13(15)16/h4-7,12,14H,1H3,(H,15,16)

InChI Key

YUIKESNQNJLOMW-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
2,5-disubstituted thiophene
Alpha-hydroxy acid
Hydroxy acid
Heteroaromatic compound
Thiophene
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Aromatic alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302296)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.06	ALOGPS
logP	3.35	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.86 m³·mol⁻¹	ChemAxon
Polarizability	28.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302296

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004072

KNApSAcK ID

Not Available

Chemspider ID

32699475

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71587384

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Arctic acid C (CFc000281812)

MOL for CFc000281812 (Arctic acid C)

3D MOL for CFc000281812 (Arctic acid C)

3D SDF for CFc000281812 (Arctic acid C)

3D-SDF for CFc000281812 (Arctic acid C)

PDB for CFc000281812 (Arctic acid C)

3D PDB for CFc000281812 (Arctic acid C)

SMILES for CFc000281812 (Arctic acid C)

INCHI for CFc000281812 (Arctic acid C)

Structure for CFc000281812 (Arctic acid C)

3D Structure for CFc000281812 (Arctic acid C)