2-Hydroxy-3-methoxy-7-methyl anthraquinone

Details

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Internal ID 37178249-8aeb-4cf2-8d4d-58593baf8088
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 3-hydroxy-2-methoxy-6-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)OC
SMILES (Isomeric) CC1=CC2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)OC
InChI InChI=1S/C16H12O4/c1-8-3-4-9-10(5-8)16(19)11-6-13(17)14(20-2)7-12(11)15(9)18/h3-7,17H,1-2H3
InChI Key RANOPUOYYZZASD-UHFFFAOYSA-N
Popularity 3 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 2.80
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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SCHEMBL16932394
2-hydroxy-3-methoxy-7-methyl anthraquinone

2D Structure

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2D Structure of 2-Hydroxy-3-methoxy-7-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 + 0.9924 99.24%
Caco-2 + 0.8468 84.68%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.8508 85.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9447 94.47%
OATP1B3 inhibitior + 0.9580 95.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6485 64.85%
P-glycoprotein inhibitior - 0.8090 80.90%
P-glycoprotein substrate - 0.9520 95.20%
CYP3A4 substrate - 0.5731 57.31%
CYP2C9 substrate - 0.8066 80.66%
CYP2D6 substrate - 0.6879 68.79%
CYP3A4 inhibition - 0.6606 66.06%
CYP2C9 inhibition - 0.5423 54.23%
CYP2C19 inhibition - 0.6560 65.60%
CYP2D6 inhibition - 0.7996 79.96%
CYP1A2 inhibition + 0.9344 93.44%
CYP2C8 inhibition - 0.8701 87.01%
CYP inhibitory promiscuity - 0.7174 71.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8805 88.05%
Carcinogenicity (trinary) Non-required 0.5063 50.63%
Eye corrosion - 0.9741 97.41%
Eye irritation + 0.9722 97.22%
Skin irritation - 0.5635 56.35%
Skin corrosion - 0.9778 97.78%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7317 73.17%
Micronuclear + 0.7259 72.59%
Hepatotoxicity + 0.6555 65.55%
skin sensitisation - 0.8998 89.98%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5800 58.00%
Acute Oral Toxicity (c) III 0.5585 55.85%
Estrogen receptor binding + 0.9088 90.88%
Androgen receptor binding + 0.6240 62.40%
Thyroid receptor binding + 0.5263 52.63%
Glucocorticoid receptor binding + 0.8441 84.41%
Aromatase binding + 0.7738 77.38%
PPAR gamma + 0.5701 57.01%
Honey bee toxicity - 0.9034 90.34%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9783 97.83%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.13% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.99% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.70% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 88.43% 91.49%
CHEMBL1907 P15144 Aminopeptidase N 87.39% 93.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.43% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.66% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.05% 89.62%
CHEMBL2535 P11166 Glucose transporter 84.51% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.98% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.46% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.61% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.51% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.11% 93.03%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.09% 96.67%
CHEMBL4208 P20618 Proteasome component C5 81.99% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.04% 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.
Heterophyllaea pustulata
Rennellia elliptica

Cross-Links

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PubChem 11587079
LOTUS LTS0037448
wikiData Q105232733