ChemFOnt: Showing chemical card for Arctic acid B (CFc000281811)

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

CFc000281811

Molecule Identification

Common Name

Arctic acid B

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-oxo-2-[5'-(Prop-1-yn-1-yl)-[2,2'-bithiophene]-5-yl]acetate	Generator
Arctate b	Generator

Chemical Formula

C₁₃H₈O₃S₂

Average Molecular Weight

276.331

Monoisotopic Molecular Weight

275.991485502

IUPAC Name

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

Traditional Name

oxo({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/C13H8O3S2/c1-2-3-8-4-5-9(17-8)10-6-7-11(18-10)12(14)13(15)16/h4-7H,1H3,(H,15,16)

InChI Key

MGYRUJYDDGLKCS-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
Aryl ketone
2,5-disubstituted thiophene
Alpha-keto acid
Keto acid
Alpha-hydroxy ketone
Heteroaromatic compound
Thiophene
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302295)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.94	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.18	ChemAxon
pKa (Strongest Basic)	-9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.41 m³·mol⁻¹	ChemAxon
Polarizability	28.33 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

HMDB0302295

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004070

KNApSAcK ID

Not Available

Chemspider ID

32697889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Arctic acid B (CFc000281811)

MOL for CFc000281811 (Arctic acid B)

3D MOL for CFc000281811 (Arctic acid B)

3D SDF for CFc000281811 (Arctic acid B)

3D-SDF for CFc000281811 (Arctic acid B)

PDB for CFc000281811 (Arctic acid B)

3D PDB for CFc000281811 (Arctic acid B)

SMILES for CFc000281811 (Arctic acid B)

INCHI for CFc000281811 (Arctic acid B)

Structure for CFc000281811 (Arctic acid B)

3D Structure for CFc000281811 (Arctic acid B)