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Basic Description
| Synonyms | 2,6-Dihydroxyanthraquinone | Anthraflavic acid | 84-60-6 | 2,6-dihydroxyanthracene-9,10-dione | Anthraflavin | 9,10-Anthracenedione, 2,6-dihydroxy- | 2,6-Dihydroxyanthra-9,10-quinone | Az-F | NSC-33531 | 2,6-dihydroxy-9,10-anthraquinone | 2,6-DIHYDROXY-ANTHRAQUINONE | 2,6-dihy |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Benzenoids
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Class
Anthracenes
- Subclass Anthraquinones
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Class
Anthracenes
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Superclass
Benzenoids
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Anthracenes |
| Subclass | Anthraquinones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Hydroxyanthraquinones |
| Alternative Parents | Aryl ketones 1-hydroxy-2-unsubstituted benzenoids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Hydroxyanthraquinone - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. |
| External Descriptors | dihydroxyanthraquinone |
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Associated Targets(Human)
ESR1
Tclin
Estrogen receptor alpha (17718 Activities)
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MAOA
Tclin
Monoamine oxidase A (11911 Activities)
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MAOB
Tclin
Monoamine oxidase B (8835 Activities)
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ESR2
Tclin
Estrogen receptor beta (9272 Activities)
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UGT1A4
Tbio
UDP-glucuronosyltransferase 1A4 (288 Activities)
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A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DLD-1 (17511 Activities)
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DMS-273 (14108 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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Raji (5516 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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RXF 631 (11415 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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SNB-78 (14240 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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XF498 (12972 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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EKVX (44102 Activities)
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A-431 (6446 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-92 (41141 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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Associated Targets(non-human)
Streptococcus mutans (2687 Activities)
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Plasmodium falciparum (966862 Activities)
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Mus musculus (284745 Activities)
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ESR1
Estrogen receptor (4 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | 2,6-dihydroxyanthracene-9,10-dione |
|---|---|
| INCHI | InChI=1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H |
| InChIKey | APAJFZPFBHMFQR-UHFFFAOYSA-N |
| Smiles | C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3)O |
| Isomeric SMILES | C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3)O |
| RTECS | CB6675000 |
| Molecular Weight | 240.21 |
| Beilstein | 8(4)3272 |
| Reaxy-Rn | 2054127 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2054127&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Melt Point(°C) | 330°C(lit.) |
|---|---|
| Molecular Weight | 240.210 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 0 |
| Exact Mass | 240.042 Da |
| Monoisotopic Mass | 240.042 Da |
| Topological Polar Surface Area | 74.600 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 342.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. 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, 53 (102705). |
| 2. 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, 173 (103955). |
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