1-Hydroxy-6-methoxy-8-methyl-anthraquinone

Details

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Internal ID 0a0ff151-93db-4fa6-a565-37ca185a900b
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 8-hydroxy-3-methoxy-1-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=CC=C3O)OC
SMILES (Isomeric) CC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=CC=C3O)OC
InChI InChI=1S/C16H12O4/c1-8-6-9(20-2)7-11-13(8)16(19)14-10(15(11)18)4-3-5-12(14)17/h3-7,17H,1-2H3
InChI Key IRRFPRAQKYOMSB-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H12O4
Molecular Weight 268.26 g/mol
Exact Mass 268.07355886 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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1-hydroxy-6-methoxy-8-methyl-anthraquinone

2D Structure

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2D Structure of 1-Hydroxy-6-methoxy-8-methyl-anthraquinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.8728 87.28%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.8286 82.86%
Subcellular localzation Mitochondria 0.8471 84.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9438 94.38%
OATP1B3 inhibitior + 0.9771 97.71%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6258 62.58%
P-glycoprotein inhibitior - 0.7666 76.66%
P-glycoprotein substrate - 0.9409 94.09%
CYP3A4 substrate - 0.5164 51.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7976 79.76%
CYP3A4 inhibition - 0.7397 73.97%
CYP2C9 inhibition - 0.7632 76.32%
CYP2C19 inhibition - 0.7745 77.45%
CYP2D6 inhibition - 0.8106 81.06%
CYP1A2 inhibition + 0.9568 95.68%
CYP2C8 inhibition - 0.7733 77.33%
CYP inhibitory promiscuity - 0.7289 72.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7729 77.29%
Carcinogenicity (trinary) Non-required 0.5706 57.06%
Eye corrosion - 0.9807 98.07%
Eye irritation + 0.9032 90.32%
Skin irritation - 0.6588 65.88%
Skin corrosion - 0.9825 98.25%
Ames mutagenesis + 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7209 72.09%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.9540 95.40%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.7093 70.93%
Acute Oral Toxicity (c) II 0.8123 81.23%
Estrogen receptor binding + 0.8288 82.88%
Androgen receptor binding + 0.5717 57.17%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8380 83.80%
Aromatase binding + 0.6962 69.62%
PPAR gamma + 0.7186 71.86%
Honey bee toxicity - 0.9392 93.92%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9688 96.88%

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
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.95% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.54% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.70% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 90.95% 91.49%
CHEMBL2535 P11166 Glucose transporter 90.35% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.67% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.12% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 87.97% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.57% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.04% 90.00%
CHEMBL1907 P15144 Aminopeptidase N 86.53% 93.31%
CHEMBL2056 P21728 Dopamine D1 receptor 85.65% 91.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.90% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.72% 89.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.52% 100.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.01% 93.65%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.17% 93.03%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.62% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.45% 96.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.00% 90.24%

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.
Aloe castellorum

Cross-Links

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PubChem 129830911
LOTUS LTS0166726
wikiData Q105119047