Emodin Triacetate

Details

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Internal ID 20616144-15cd-4bc1-9033-e34706a262d0
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name (4,5-diacetyloxy-7-methyl-9,10-dioxoanthracen-2-yl) acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H16O8/c1-9-5-14-18(16(6-9)28-11(3)23)21(26)19-15(20(14)25)7-13(27-10(2)22)8-17(19)29-12(4)24/h5-8H,1-4H3
InChI Key RVPRUQJQDGWKRY-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C21H16O8
Molecular Weight 396.30 g/mol
Exact Mass 396.08451746 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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6030-60-0
(4,5-diacetyloxy-7-methyl-9,10-dioxoanthracen-2-yl) acetate
6-Methyl-9,10-dioxo-9,10-dihydroanthracene-1,3,8-triyl triacetate
CHEMBL44247
Emodin-tetraacetate
Triacetylemodin; 1,3,8-Trihydroxy-6-methylanthraquinone Triacetate; 1,3,8-Tris(acetyloxy)-6-methyl-9,10-anthracenedione;
NSC382139
Diacerein Impurity 8
SCHEMBL4055898
DTXSID90321817
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Emodin Triacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 + 0.5629 56.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7469 74.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9403 94.03%
OATP1B3 inhibitior + 0.9547 95.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.5470 54.70%
P-glycoprotein inhibitior + 0.6326 63.26%
P-glycoprotein substrate - 0.9417 94.17%
CYP3A4 substrate - 0.5301 53.01%
CYP2C9 substrate - 0.5479 54.79%
CYP2D6 substrate - 0.8621 86.21%
CYP3A4 inhibition - 0.8315 83.15%
CYP2C9 inhibition - 0.8175 81.75%
CYP2C19 inhibition - 0.9412 94.12%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition + 0.9234 92.34%
CYP2C8 inhibition - 0.8491 84.91%
CYP inhibitory promiscuity - 0.6678 66.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8136 81.36%
Carcinogenicity (trinary) Non-required 0.5520 55.20%
Eye corrosion - 0.9775 97.75%
Eye irritation + 0.5960 59.60%
Skin irritation - 0.8370 83.70%
Skin corrosion - 0.9859 98.59%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4066 40.66%
Micronuclear + 0.6274 62.74%
Hepatotoxicity + 0.8500 85.00%
skin sensitisation - 0.9240 92.40%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.9168 91.68%
Acute Oral Toxicity (c) II 0.5129 51.29%
Estrogen receptor binding + 0.7851 78.51%
Androgen receptor binding + 0.6821 68.21%
Thyroid receptor binding - 0.6345 63.45%
Glucocorticoid receptor binding + 0.6508 65.08%
Aromatase binding + 0.5394 53.94%
PPAR gamma - 0.4874 48.74%
Honey bee toxicity - 0.7464 74.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9949 99.49%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL248 P08246 Leukocyte elastase 13000 nM
IC50
PMID: 23376010

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 93.30% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.47% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.41% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.01% 94.80%
CHEMBL4208 P20618 Proteasome component C5 85.20% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.18% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 83.99% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.72% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.28% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.70% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Rhamnus

Cross-Links

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PubChem 343129
NPASS NPC473466
ChEMBL CHEMBL44247