General Information of the Compound
Compound ID
CP0103406
Compound Name
1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE
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Synonyms
1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE
1,8-Diacetoxyanthraquinone-3-carboxylic acid
13739-02-1
4,5-Diacetylrhein
4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid
4,5-diacetyloxy-9,10-dioxoanthracene-2-carboxylic acid
4HU6J11EL5
AK468692
Artrodar
BRN 2184909
C19H12O8
DIACERIN
Diacerein
Diacerein (INN)
Diacerein [INN]
Diacereina [Spanish]
Diacereine [French]
Diacereinum [Latin]
Diacerhein
Diacetylrhein
EINECS 237-310-2
Fisiodar
MLS000028577
NCGC00018274-04
SF-277
SMR000058958
UNII-4HU6J11EL5
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Structure
Formula
C19H12O8
Molecular Weight
368.297
Canonical SMILES
CC(=O)Oc1cccc2C(=O)c3cc(cc(OC(C)=O)c3C(=O)c12)C(O)=O
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InChI
InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25)
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InChIKey
TYNLGDBUJLVSMA-UHFFFAOYSA-N
CAS
13739-02-1
Physicochemical Property
logP
2.0108
Rotatable Bonds
3
Heavy Atom Count
27
Polar Areas
124.04
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Complexity
27

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 26248
SID: 12012675
ChEMBL ID
CHEMBL41286
DrugBank ID
DB11994
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 6400 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080
 Cell Line Info 
Homo sapiens (Human)  1
1
Potency ~ 7307.8 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Diacerein )
Drug Name Diacerein
Target(s)
Interleukin-1 beta (IL1B)
 Target Info 
Inhibitor