ChemFOnt: Showing chemical card for 2-Hydroxymethylanthraquinone (CFc000282118)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:10 UTC

Chemfont ID

CFc000282118

Molecule Identification

Common Name

2-Hydroxymethylanthraquinone

Definition

2-hydroxymethylanthraquinone, also known as anthraquinone-2-methanol or hmaq-one, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 2-hydroxymethylanthraquinone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxymethylanthraquinone can be found in turmeric, which makes 2-hydroxymethylanthraquinone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(Hydroxymethyl)-9,10-anthraquinone	ChEBI
2-Hydroxymethylanthraquinone	ChEBI
Anthraquinone-2-methanol	ChEBI
HMAQ-one	MeSH

Chemical Formula

C₁₅H₁₀O₃

Average Molecular Weight

238.242

Monoisotopic Molecular Weight

238.062994182

IUPAC Name

2-(hydroxymethyl)-9,10-dihydroanthracene-9,10-dione

Traditional Name

2-(hydroxymethyl)anthraquinone

CAS Registry Number

17241-59-7

SMILES

OCC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1

InChI Identifier

InChI=1S/C15H10O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-7,16H,8H2

InChI Key

JYKHAJGLEVKEAA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anthraquinone
9,10-anthraquinone
Aryl ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

anthraquinone (CHEBI:28649 )
Anthraquinone type (C10354 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302602)

Food

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Biological role

Anti leukemic (HMDB: HMDB0302602)
Cytotoxic (HMDB: HMDB0302602)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	2.32	ALOGPS
logP	2.15	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.72	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.97 m³·mol⁻¹	ChemAxon
Polarizability	24.77 Å³	ChemAxon
Number of Rings	3	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

HMDB0302602

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

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

28649

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Hydroxymethylanthraquinone (CFc000282118)

MOL for CFc000282118 (2-Hydroxymethylanthraquinone)

3D MOL for CFc000282118 (2-Hydroxymethylanthraquinone)

3D SDF for CFc000282118 (2-Hydroxymethylanthraquinone)

3D-SDF for CFc000282118 (2-Hydroxymethylanthraquinone)

PDB for CFc000282118 (2-Hydroxymethylanthraquinone)

3D PDB for CFc000282118 (2-Hydroxymethylanthraquinone)

SMILES for CFc000282118 (2-Hydroxymethylanthraquinone)

INCHI for CFc000282118 (2-Hydroxymethylanthraquinone)

Structure for CFc000282118 (2-Hydroxymethylanthraquinone)

3D Structure for CFc000282118 (2-Hydroxymethylanthraquinone)