1-Methyl-2,3-dihydroxyanthraquinone

Details

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Internal ID 13ec22cc-47d4-4f0d-a898-3914c6ea945c
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 2,3-dihydroxy-1-methylanthracene-9,10-dione
SMILES (Canonical) CC1=C2C(=CC(=C1O)O)C(=O)C3=CC=CC=C3C2=O
SMILES (Isomeric) CC1=C2C(=CC(=C1O)O)C(=O)C3=CC=CC=C3C2=O
InChI InChI=1S/C15H10O4/c1-7-12-10(6-11(16)13(7)17)14(18)8-4-2-3-5-9(8)15(12)19/h2-6,16-17H,1H3
InChI Key ZYWJMFALERBARD-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H10O4
Molecular Weight 254.24 g/mol
Exact Mass 254.05790880 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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1-METHYL-2,3-DIHYDROXYANTHRAQUINONE
UNII-B6A2AG7ZWL
2,3-Dihydroxy-1-methyl-9,10-anthracenedione
9,10-Anthracenedione, 2,3-dihydroxy-1-methyl-
850836-71-4
2,3-Dihydroxy-1-methyl-9,10-dihydroanthracene-9,10-dione
Dioxy-methylanthrachinon
CHEMBL190513
SCHEMBL3174840
AKOS015963921

2D Structure

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2D Structure of 1-Methyl-2,3-dihydroxyanthraquinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9816 98.16%
Caco-2 - 0.6474 64.74%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.8564 85.64%
OATP2B1 inhibitior - 0.7147 71.47%
OATP1B1 inhibitior + 0.8646 86.46%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8538 85.38%
P-glycoprotein inhibitior - 0.9411 94.11%
P-glycoprotein substrate - 0.9667 96.67%
CYP3A4 substrate - 0.5820 58.20%
CYP2C9 substrate - 0.8176 81.76%
CYP2D6 substrate - 0.8104 81.04%
CYP3A4 inhibition - 0.8917 89.17%
CYP2C9 inhibition + 0.7049 70.49%
CYP2C19 inhibition - 0.8521 85.21%
CYP2D6 inhibition - 0.8284 82.84%
CYP1A2 inhibition + 0.8878 88.78%
CYP2C8 inhibition - 0.8730 87.30%
CYP inhibitory promiscuity - 0.8277 82.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8475 84.75%
Carcinogenicity (trinary) Warning 0.5018 50.18%
Eye corrosion - 0.9850 98.50%
Eye irritation + 0.8915 89.15%
Skin irritation + 0.6700 67.00%
Skin corrosion - 0.8362 83.62%
Ames mutagenesis + 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8176 81.76%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.6485 64.85%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.6333 63.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5683 56.83%
Acute Oral Toxicity (c) III 0.7459 74.59%
Estrogen receptor binding + 0.7919 79.19%
Androgen receptor binding + 0.6801 68.01%
Thyroid receptor binding - 0.6543 65.43%
Glucocorticoid receptor binding + 0.8977 89.77%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.5722 57.22%
Honey bee toxicity - 0.9449 94.49%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9888 98.88%

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
CHEMBL2581 P07339 Cathepsin D 97.89% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.73% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.73% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.11% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.59% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.95% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.02% 94.73%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.37% 96.67%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.08% 82.69%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.56% 93.65%
CHEMBL2535 P11166 Glucose transporter 83.47% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.19% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.08% 86.33%

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.
Morinda lucida
Ophiorrhiza pumila

Cross-Links

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PubChem 11391150
LOTUS LTS0062436
wikiData Q105386484