Showing chemical card for 8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid (CFc000018035)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:18 UTC

Chemfont ID

CFc000018035

Molecule Identification

Common Name

8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid

Definition

8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid is a constituent of Crocus sativus (saffron).

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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3D MOL for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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3D SDF for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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3D-SDF for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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PDB for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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3D PDB for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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SMILES for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

COC1=C(C(O)=O)C(C)=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=C1

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INCHI for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

InChI=1S/C17H12O6/c1-7-12-9(6-11(23-2)13(7)17(21)22)15(19)8-4-3-5-10(18)14(8)16(12)20/h3-6,18H,1-2H3,(H,21,22)

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Structure for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

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3D Structure for CFc000018035 (8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid)

Synonyms

Value	Source
8-Hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylate	Generator
8-Hydroxy-3-methoxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate	HMDB

Chemical Formula

C₁₇H₁₂O₆

Average Molecular Weight

312.2736

Monoisotopic Molecular Weight

312.063388116

IUPAC Name

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

Traditional Name

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

CAS Registry Number

176327-86-9

SMILES

COC1=C(C(O)=O)C(C)=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=C1

InChI Identifier

InChI=1S/C17H12O6/c1-7-12-9(6-11(23-2)13(7)17(21)22)15(19)8-4-3-5-10(18)14(8)16(12)20/h3-6,18H,1-2H3,(H,21,22)

InChI Key

QYKOMVRHNZHDBN-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

Anthraquinones
Naphthalenecarboxylic acids
O-methoxybenzoic acids and derivatives
Aryl ketones
Anisoles
Alkyl aryl ethers
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Vinylogous acids
Monocarboxylic acids and derivatives
Carboxylic acids
Organic oxides
Hydrocarbon derivatives

Substituents

Anthracene carboxylic acid
9,10-anthraquinone
Anthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
O-methoxybenzoic acid or derivatives
Anisole
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Vinylogous acid
Ketone
Ether
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: HMDB0037101)
Cytoplasm (HMDB: HMDB0037101)

Source

Exogenous

Exogenous (HMDB: HMDB0037101)

Food

Food (HMDB: HMDB0037101)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037101)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.061 g/L	ALOGPS
logP	2.08	ALOGPS
logP	3.28	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.89 m³·mol⁻¹	ChemAxon
Polarizability	30.63 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

HMDB0037101

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016091

KNApSAcK ID

Not Available

Chemspider ID

30777178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101991634

PDB ID

Not Available

ChEBI ID

174248

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available