6,7-Dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

Details

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Internal ID b3d131a9-b5da-4de3-a9ac-a6ad727f07e3
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 6,7-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione
SMILES (Canonical) CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)OC
SMILES (Isomeric) CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)OC
InChI InChI=1S/C16H12O5/c1-7-3-4-8-13(16(7)21-2)15(20)10-6-12(18)11(17)5-9(10)14(8)19/h3-6,17-18H,1-2H3
InChI Key AWTFBLZFPPBBCI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H12O5
Molecular Weight 284.26 g/mol
Exact Mass 284.06847348 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,7-Dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9769 97.69%
Caco-2 + 0.6162 61.62%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.8131 81.31%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.9514 95.14%
OATP1B3 inhibitior + 0.9545 95.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8307 83.07%
P-glycoprotein inhibitior - 0.8534 85.34%
P-glycoprotein substrate - 0.9401 94.01%
CYP3A4 substrate - 0.5574 55.74%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate - 0.7455 74.55%
CYP3A4 inhibition - 0.8451 84.51%
CYP2C9 inhibition - 0.7479 74.79%
CYP2C19 inhibition - 0.8286 82.86%
CYP2D6 inhibition - 0.8401 84.01%
CYP1A2 inhibition + 0.9133 91.33%
CYP2C8 inhibition - 0.8434 84.34%
CYP inhibitory promiscuity - 0.7982 79.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8795 87.95%
Carcinogenicity (trinary) Non-required 0.4974 49.74%
Eye corrosion - 0.9830 98.30%
Eye irritation + 0.9176 91.76%
Skin irritation - 0.5737 57.37%
Skin corrosion - 0.9076 90.76%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6674 66.74%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8700 87.00%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4542 45.42%
Acute Oral Toxicity (c) III 0.4553 45.53%
Estrogen receptor binding + 0.8911 89.11%
Androgen receptor binding + 0.6424 64.24%
Thyroid receptor binding - 0.5707 57.07%
Glucocorticoid receptor binding + 0.8921 89.21%
Aromatase binding + 0.7199 71.99%
PPAR gamma + 0.5760 57.60%
Honey bee toxicity - 0.9224 92.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9803 98.03%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.54% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.04% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.47% 99.15%
CHEMBL4208 P20618 Proteasome component C5 87.70% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.35% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.55% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.48% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.66% 97.21%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.47% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.94% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.49% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 82.76% 94.73%
CHEMBL2535 P11166 Glucose transporter 82.44% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%

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.
Cinchona pubescens

Cross-Links

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PubChem 86142829
LOTUS LTS0027029
wikiData Q104920255