1,4-Dihydroxyanthraquinone - purum, ≥98%(HPLC), powder,red-brown , CAS No.81-64-1

CAS: 81-64-1 Cat. No.: D475743 Molecular Weight: 240.21 Beilstein Registry Number: 1914036 EC Number: 201-368-7
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GRADE & PURITY purum ? Purum — pure grade, typically ≥97%, above technical but below puriss. Use for synthesis and prep where moderate-high purity suffices. ≥98%(HPLC) powder,red-brown
Synonyms
9,10-Anthracenedione, 1,4-dihydroxy- | 1,4-Doa | Q906609 | 1,4-Dioxyanthraquinone [Russian] | BBL010354 | EN300-6486266 | Macrolex Orange GG | SR-01000637713-1 | 1,4-Dihydroxyanthra-9,10-quinone # | NCGC00160196-02 | Quinizarin; 1,4-Dihydroxyanthraquinone
Storage
Room temperature
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Size
Status
Price
Qty
50g
D475743-50g
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$97.90

$125.90
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250g
D475743-250g
2
$281.90
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Why this grade

purum, ≥98%(HPLC), powder,red-brown purum for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Description

1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation.1,4-Dihydroxyanthraquinone may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1, 4 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging.

Specifications

Synonyms
9, 10-Anthracenedione, 1, 4-dihydroxy- | 1, 4-Doa | Q906609 | 1, 4-Dioxyanthraquinone [Russian] | BBL010354 | EN300-6486266 | Macrolex Orange GG | SR-01000637713-1 | 1, 4-Dihydroxyanthra-9, 10-quinone # | NCGC00160196-02 | Quinizarin; 1, 4-Dihydroxyanthraquinone
Specifications & Purity
purum, ≥98%(HPLC), powder, red-brown
Storage
Room temperature
Grade
purum
Action Type
INHIBITOR
Purity
≥98%(HPLC)
Names and Identifiers
Canonical SmilesC1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O
IUPAC Name1,4-dihydroxyanthracene-9,10-dione
InChIKeyGUEIZVNYDFNHJU-UHFFFAOYSA-N
INCHI1S/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
Isomeric SMILES C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O
WGK Germany 2
RTECS CB6600000
Molecular Weight 240.21
Beilstein 1914036
Reaxy-Rn 1914036
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1914036&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassAnthracenes
SubclassAnthraquinones
Intermediate Tree Nodes Not available
Direct ParentAnthraquinones
Alternative Parents Aryl ketones  1-hydroxy-2-unsubstituted benzenoids  Vinylogous acids  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homopolycyclic compounds
Substituents Anthraquinone - 9,10-anthraquinone - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
DescriptionThis compound 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.
External Descriptors dihydroxyanthraquinone
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOB Tclin Monoamine oxidase B (8835 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1G1 Tchem Casein kinase I gamma 1 (2496 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1A1 Tchem Casein kinase I alpha (2581 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DLD-1 (17511 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DMS-273 (14108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM12 (47707 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MES-SA (905 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-4 (49676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-4 (44535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-5 (45555 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-8 (47708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Raji (5516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RPMI-8226 (44974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXF 393 (41971 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXF 631 (11415 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-295 (48000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-2 (46422 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SN12C (47755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-78 (14240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK-10 (45540 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-251 (51189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-257 (46019 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-62 (47335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UO-31 (46270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XF498 (12972 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EKVX (44102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-431 (6446 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H322M (45589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Ttr Transthyretin (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Top2 DNA topoisomerase II (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mutans (2687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Brugia malayi (1377 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16 (5829 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L929 (3802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd2 Thioredoxin reductase 2, mitochondrial (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ESR1 Estrogen receptor (4 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeDateItem
J2311541Certificate of AnalysisSep 26, 2023 D475743
J2311542Certificate of AnalysisSep 26, 2023 D475743
Chemical and Physical Properties
SolubilitySoluble in benzene
Flash Point(°C)222°C
Boil Point(°C)450°C
Melt Point(°C)195-200 °C
Molecular Weight240.210 g/mol
XLogP33.700
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass240.042 Da
Monoisotopic Mass240.042 Da
Topological Polar Surface Area74.600 Ų
Heavy Atom Count18
Formal Charge0
Complexity342.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Rui Gao, Zihao Jiang, Xiuyu Wu, Zhihong Cai, Nan Sang.  (2023)  Metabolic regulation of tumor cells exposed to different oxygenated polycyclic aromatic hydrocarbons.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:37839476] [10.1016/j.scitotenv.2023.167833]
2. Xu Liu, Xiao Han, Yushuang Shang, Lijuan Wang, Jian Shen, Jiang Yuan.  (2023)  Hydrogen sulfide releasing poly(γ-glutamic acid) biocomposite hydrogel with monitoring, antioxidant, and antibacterial properties for diabetic wound healing.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37774813] [10.1016/j.ijbiomac.2023.127053]
3. Yunxiao Wang, Chang Liu, Shanshan Tang, Jing Tian, Yi Wang, Yi Yang.  (2023)  Thermodynamics, kinetics and structure-activity relationship of hydroxyanthraquinones scavenging free radicals.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2023.102705]
4. Peiyuan Su, Jianing Yue, Qingyu Kong, Wenkai Zhang.  (2022)  Excited state intramolecular proton transfer in 1,4-dihydroxyanthraquinone.  CHEMICAL PHYSICS,      [PMID:] [10.1016/j.chemphys.2022.111783]
5. Yuanyuan Song, Ziqi Wang, Yijing Long, Yang Mao, Feng Jiang, Yuanyuan Lu.  (2022)  2-Alkyl-anthraquinones inhibit Candida albicans biofilm via inhibiting the formation of matrix and hyphae.  RESEARCH IN MICROBIOLOGY,      [PMID:35550403] [10.1016/j.resmic.2022.103955]
6. Leiqian Zhang, Lingfeng Ge, Guanjie He, Zhihong Tian, Jiajia Huang, Jingtao Wang, Dan J.L. Brett, Johan Hofkens, Feili Lai, Tianxi Liu.  (2021)  Tuning the Linkers in Polymer-Based Cathodes to Realize High Sulfur Content and High-Performance Potassium–Sulfur Batteries.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.1c05283]
7. Wei Ji, Wenmei Ao, Mengqiu Sun, Chunlai Feng, Yun Wang.  (2020)  Separation and purification of horseradish peroxidase from horseradish roots using a novel integrated method.  NEW JOURNAL OF CHEMISTRY,  45  (4): (1959-1966).  [PMID:] [10.1039/D0NJ04614K]
8. Shuai Li, Changbing Zhou, Yingying He, Hongxia Liu, Li Zhou, Chuanbai Yu, Chun Wei, Chaoyang Wang.  (2020)  Novel Nanocellulose/Polymer Composite Aerogel as Solid-State Fluorescence Probe by Pickering Emulsion Route.  MACROMOLECULAR MATERIALS AND ENGINEERING,  305  (11): (2000467).  [PMID:] [10.1002/mame.202000467]
9. Wei Zhang, Peipei Zhou, Wei Liu, Huili Wang, Xuedong Wang.  (2020)  Enhanced adsorption/extraction of five typical polycyclic aromatic hydrocarbons from meat samples using magnetic effervescent tablets composed of dicationic ionic liquids and NiFe2O4 nanoparticles.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2020.113682]
10. Lixia Lin, Huizhi Du.  (2018)  An anthraquinone compound and its protective effects against homocysteine-induced cytotoxicity and oxidative stress.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:29800895] [10.1016/j.saa.2018.05.058]
11. Jing Li, Qingxiang Zhou, Yongli Liu, Man Lei.  (2017)  Recyclable nanoscale zero-valent iron-based magnetic polydopamine coated nanomaterials for the adsorption and removal of phenanthrene and anthracene.  SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS,      [PMID:28179954] [10.1080/14686996.2016.1246941]
12. Jing Yang, Yun Yuan, Ruxin Zhang, Chao Liu, Deyi Zhu, Dandan Ji.  (2024)  Rapid detection of Cu2+ and Cr3+ ions in industrial wastewater using gelatin-poly-ε-caprolactone nanofiber fluorescent sensors.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.126718]
13. Xin-Yue Wang, Yue Fan, Jia-Jie Long.  (2024)  Synthesis of an anthraquinonoid blue dye based on one-pot amination reactions and its coloration in SCF-CO2.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2024.112029]
14. Jiaxing Zhang, Wen Wang, Zubiyan Yibula, Xin Peng, Rongxin Su, Wei Qi.  (2026)  Anthraquinones Inhibit Insulin Amyloidosis in Crowded Environments.  MOLECULES,  31  (7): (1092).  [PMID:] [10.3390/molecules31071092]
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