1,2,6,8-Tetrahydroxy-7-methoxy-3-methylanthraquinon

Details

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Internal ID 5381ab7c-faa1-4691-884c-30f7f3c25aae
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 1,2,6,8-tetrahydroxy-7-methoxy-3-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1O)O)C(=O)C3=C(C(=C(C=C3C2=O)O)OC)O
SMILES (Isomeric) CC1=CC2=C(C(=C1O)O)C(=O)C3=C(C(=C(C=C3C2=O)O)OC)O
InChI InChI=1S/C16H12O7/c1-5-3-6-9(14(21)11(5)18)13(20)10-7(12(6)19)4-8(17)16(23-2)15(10)22/h3-4,17-18,21-22H,1-2H3
InChI Key USUNDOUFMULNJJ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C16H12O7
Molecular Weight 316.26 g/mol
Exact Mass 316.05830272 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.60
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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1,2,6,8-tetrahydroxy-7-methoxy-3-methylanthraquinon

2D Structure

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2D Structure of 1,2,6,8-Tetrahydroxy-7-methoxy-3-methylanthraquinon

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9509 95.09%
Caco-2 + 0.6626 66.26%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.6790 67.90%
OATP2B1 inhibitior - 0.7005 70.05%
OATP1B1 inhibitior + 0.8957 89.57%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9045 90.45%
P-glycoprotein inhibitior - 0.8871 88.71%
P-glycoprotein substrate - 0.9670 96.70%
CYP3A4 substrate - 0.5266 52.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8089 80.89%
CYP3A4 inhibition - 0.7022 70.22%
CYP2C9 inhibition - 0.7641 76.41%
CYP2C19 inhibition - 0.8779 87.79%
CYP2D6 inhibition - 0.8169 81.69%
CYP1A2 inhibition + 0.8569 85.69%
CYP2C8 inhibition - 0.7932 79.32%
CYP inhibitory promiscuity - 0.7158 71.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9075 90.75%
Carcinogenicity (trinary) Non-required 0.5768 57.68%
Eye corrosion - 0.9846 98.46%
Eye irritation + 0.8847 88.47%
Skin irritation - 0.5882 58.82%
Skin corrosion - 0.8530 85.30%
Ames mutagenesis + 0.6392 63.92%
Human Ether-a-go-go-Related Gene inhibition - 0.7696 76.96%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.6945 69.45%
skin sensitisation - 0.8225 82.25%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4527 45.27%
Acute Oral Toxicity (c) III 0.5883 58.83%
Estrogen receptor binding + 0.7163 71.63%
Androgen receptor binding - 0.5529 55.29%
Thyroid receptor binding - 0.6776 67.76%
Glucocorticoid receptor binding + 0.7798 77.98%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5973 59.73%
Honey bee toxicity - 0.9266 92.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9747 97.47%

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 96.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.96% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.01% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.80% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.89% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.35% 91.49%
CHEMBL2535 P11166 Glucose transporter 85.23% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.44% 99.23%
CHEMBL4208 P20618 Proteasome component C5 83.69% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.04% 96.00%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 82.53% 95.70%
CHEMBL3401 O75469 Pregnane X receptor 82.09% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.70% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.17% 90.71%

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.
Senna obtusifolia

Cross-Links

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PubChem 13675112
LOTUS LTS0191496
wikiData Q105278519