CAS 81-64-1|1,4-Dihydroxyanthraquinone|Pigment Violet 12|quinizarin|QUINIZARIN|1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione|1,4-DIHYDROXYANTHRAQUINONE|Quinizarin|1,4-dihydroxyanthracene-9,10-dion...

General Information

Structure

Molecular Formula

C₁₄H₈O₄

Molecular Mass

240.21092

Exact Mass

240.04225874

Charge

InChI

InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H

InChIKey

GUEIZVNYDFNHJU-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc(c2c1C(=O)c1ccccc1C2=O)O

Isomeric Smiles

Oc1c2C(=O)c3c(cccc3)C(=O)c2c(O)cc1

Calculated Properties

JChem

LogD (pH = 7.4)

3.58

LogD (pH = 5.5)

3.61

Log P

3.61

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.48

Polar Surface Area

74.60

Polarizability

23.22

Molar Refractivity

65.11

LOG S

-3.60

Data Source

Names and Identifiers

Synonyms

1,4-DihydroxyanthraquinonePigment Violet 12QUINIZARIN1,4-DIHYDROXYANTHRAQUINONEQuinizarin1,4-dihydroxyanthracene-9,10-dioneSolvent Orange 861,4-二羟基蒽醌Quinizarin醌茜透明橙 G1,4-二羟基蒽醌1,4-DihydroxyanthraquinoneChinizarin1,4-Dihydroxy-anthraquinoneC.I. 580501,4-dihydroxy-9,10-anthracenedionequinizarinquinizarine1,4-dihydroxy-9,10-anthraquinone1,4-dihydroxyanthra-9,10-quinone1,4-dihydroxyanthraquinone1,4-DihydroxyanthrachinonChinizarinquinizarin

IUPAC Traditional name

quinizarin 1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione

IUPAC name

1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione

Names and Identifiers

Registration numbers

CAS Number

81-64-1

EC Number

201-368-7

PubChem CID

6688

Wikipedia Title

1,4-Dihydroxyanthraquinone

Chemspider ID

6433

CHEBI ID

37487CHEBI:37487

CHEMBL

17594CHEMBL17594

PubChem SID

162091329248993342486333817487284

MDL Number

MFCD00001209

Beilstein Number

1914036

Merck Index

148064

BRENDA Database

2.4.1.1031.8.1.71.6.5.52.4.1.1812.7.11.182.4.1.171.8.1.91.14.99.22

PubMed Citation Links

259565601650428266953002443415026178874

SureChEMBL Database

SCHEMBL160038

BKMS React Database

280951124412667

BRENDA Ligand Database

NMRShiftDB Database

ACToR Database

Gmelin ID

CompTox Database

BindingDB Database

Patent number

Reaxys Registry

Registration numbers

Properties

Pharmacology Properties

Mechanism of Action

Immunosuppressor

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02152009

C.I. 58050
Crystalline

05212015

MP Biomedicals Rare Chemical collection

Wikipedia

1,4-Dihydroxyanthraquinone

Sigma Aldrich

Q906

Packaging
5, 100 g in glass bottle

ChEBI

CHEBI:37487

A dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups

Molecule Details

References

PubChem Literature

From Data Sources

• Aldrich Library of NMR Spectra, 2nd edn., 1983, 2, 91A, (nmr)

• Green, A., J.C.S., 1926, 1428

• Org. Synth., Coll. Vol., 1, 1932, 464

• Bloom, S.M. et al., Tet. Lett., 1963, 1993, (pmr)

• Holme, A., Acta Chem. Scand., 1967, 21, 1679, (detn, B)

• El-Gamal, A.A. et al., Phytochemistry, 1995, 40, 245, (isol)

• Sigma-Aldrich Library of Stains, Dyes and Indicators, 606

• Kozlov, V.V. et al., Zh. Obshch. Khim., 1959, 29, 3450-3455; J. Gen. Chem. USSR (Engl. Transl.), 1959, 29, 3412-3417, (di-Ac)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 87A, (ir)

• Khanapure, S.P. et al., J.O.C., 1987, 52, 5685, (deriv, synth, pmr, cmr, ir)

• Kido, H. et al., Anal. Chim. Acta, 1960, 23, 116, (ir)

• Idris, K.A. et al., Egypt. J. Chem., 1973, 67, (uv)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DMH000

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

quinizarin 1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione

IUPAC name

1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione

Registration numbers

CAS Number

81-64-1

EC Number

201-368-7

PubChem CID

6688

Wikipedia Title

1,4-Dihydroxyanthraquinone

Chemspider ID

6433

CHEBI ID

37487CHEBI:37487

CHEMBL

17594CHEMBL17594

PubChem SID

162091329248993342486333817487284

MDL Number

MFCD00001209

Beilstein Number

1914036

Merck Index

148064

BRENDA Database

2.4.1.1031.8.1.71.6.5.52.4.1.1812.7.11.182.4.1.171.8.1.91.14.99.22

PubMed Citation Links

259565601650428266953002443415026178874

SureChEMBL Database

SCHEMBL160038

BKMS React Database

280951124412667

BRENDA Ligand Database

NMRShiftDB Database

ACToR Database

Gmelin ID

CompTox Database

BindingDB Database

Patent number

Reaxys Registry

Molecule Details

C.I. 58050
Crystalline

05212015

MP Biomedicals Rare Chemical collection

Wikipedia

1,4-Dihydroxyanthraquinone

Sigma Aldrich

Q906

Packaging
5, 100 g in glass bottle

ChEBI

CHEBI:37487

A dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups

References

PubChem Literature

From Data Sources

• Aldrich Library of NMR Spectra, 2nd edn., 1983, 2, 91A, (nmr)

• Green, A., J.C.S., 1926, 1428

• Org. Synth., Coll. Vol., 1, 1932, 464

• Bloom, S.M. et al., Tet. Lett., 1963, 1993, (pmr)

• Holme, A., Acta Chem. Scand., 1967, 21, 1679, (detn, B)

• El-Gamal, A.A. et al., Phytochemistry, 1995, 40, 245, (isol)

• Sigma-Aldrich Library of Stains, Dyes and Indicators, 606

• Kozlov, V.V. et al., Zh. Obshch. Khim., 1959, 29, 3450-3455; J. Gen. Chem. USSR (Engl. Transl.), 1959, 29, 3412-3417, (di-Ac)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 87A, (ir)

• Khanapure, S.P. et al., J.O.C., 1987, 52, 5685, (deriv, synth, pmr, cmr, ir)

• Kido, H. et al., Anal. Chim. Acta, 1960, 23, 116, (ir)

• Idris, K.A. et al., Egypt. J. Chem., 1973, 67, (uv)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DMH000

Bioactivity

PubChem BioAssay

Properties

Pharmacology Properties

Mechanism of Action

Immunosuppressor

Molecule

ID:103509