ChemFOnt: Showing chemical card for 3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid (CFc000012036)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:59:59 UTC

Chemfont ID

CFc000012036

Molecule Identification

Common Name

3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid

Definition

3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid is found in saffron. 3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid is a constituent of Crocus sativus (saffron)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,8-Dihydroxy-1-methylanthraquinone-2-carboxylate	Generator
9,10-dihydro-3,8-Dihydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid, 9ci	HMDB
3,8-Dihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate	Generator
3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid	MeSH
DMAC-3,8	MeSH
3,8-Dihydroxymethylanthraquinone carboxylic acid	MeSH

Chemical Formula

C₁₆H₁₀O₆

Average Molecular Weight

298.247

Monoisotopic Molecular Weight

298.047738052

IUPAC Name

3,8-dihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

Traditional Name

3,8-dihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid

CAS Registry Number

69119-31-9

SMILES

CC1=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=CC(O)=C1C(O)=O

InChI Identifier

InChI=1S/C16H10O6/c1-6-11-8(5-10(18)12(6)16(21)22)14(19)7-3-2-4-9(17)13(7)15(11)20/h2-5,17-18H,1H3,(H,21,22)

InChI Key

MHABMANUFPZXEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Anthracenecarboxylic acids and derivatives

Direct Parent

Anthracenecarboxylic acids

Alternative Parents

Substituents

Anthracene carboxylic acid
9,10-anthraquinone
Anthraquinone
Hydroxyanthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030830)
Cytoplasm (HMDB: HMDB0030830)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030830)

Source

Endogenous

Endogenous (HMDB: HMDB0030830)

Plant

Plant (HMDB: HMDB0030830)

Exogenous

Food

Food (HMDB: HMDB0030830)

Herb and spice

Spice

Saffron (FooDB: FOOD00063)

Exogenous (HMDB: HMDB0030830)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.27	ALOGPS
logP	3.78	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	2.23	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.41 m³·mol⁻¹	ChemAxon
Polarizability	28.57 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

HMDB0030830

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002786

KNApSAcK ID

C00055494

Chemspider ID

11297920

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14379528

PDB ID

Not Available

ChEBI ID

174833

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid (CFc000012036)

MOL for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

3D MOL for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

3D SDF for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

3D-SDF for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

PDB for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

3D PDB for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

SMILES for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

INCHI for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

Structure for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)

3D Structure for CFc000012036 (3,8-Dihydroxy-1-methylanthraquinone-2-carboxylic acid)