2-Methoxy-9H-xanthen-9-one

Details

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Internal ID 9411c05f-c57e-4de3-82cc-3f19e8e73db0
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 2-methoxyxanthen-9-one
SMILES (Canonical) COC1=CC2=C(C=C1)OC3=CC=CC=C3C2=O
SMILES (Isomeric) COC1=CC2=C(C=C1)OC3=CC=CC=C3C2=O
InChI InChI=1S/C14H10O3/c1-16-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)17-13/h2-8H,1H3
InChI Key DVZCOQQFPCMIPO-UHFFFAOYSA-N
Popularity 39 references in papers

Physical and Chemical Properties

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Molecular Formula C14H10O3
Molecular Weight 226.23 g/mol
Exact Mass 226.062994177 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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2-Methoxyxanthen-9-one
2-Methoxy-9H-xanthen-9-one
1214-20-6
9H-Xanthen-9-one,2-methoxy-
9H-Xanthen-9-one, 2-methoxy-
2-Methoxy-xanthen-9-one
MLS001143195
CHEMBL186609
KUC102603N
SMR000459198
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-Methoxy-9H-xanthen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 + 0.8743 87.43%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.8571 85.71%
Subcellular localzation Mitochondria 0.6449 64.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9352 93.52%
OATP1B3 inhibitior + 1.0000 100.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.4510 45.10%
P-glycoprotein inhibitior + 0.6071 60.71%
P-glycoprotein substrate - 0.9304 93.04%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7654 76.54%
CYP3A4 inhibition - 0.6689 66.89%
CYP2C9 inhibition + 0.6579 65.79%
CYP2C19 inhibition + 0.9282 92.82%
CYP2D6 inhibition - 0.8728 87.28%
CYP1A2 inhibition + 0.9967 99.67%
CYP2C8 inhibition - 0.8486 84.86%
CYP inhibitory promiscuity + 0.6343 63.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9213 92.13%
Carcinogenicity (trinary) Warning 0.4663 46.63%
Eye corrosion - 0.5718 57.18%
Eye irritation + 0.9171 91.71%
Skin irritation + 0.5332 53.32%
Skin corrosion - 0.9868 98.68%
Ames mutagenesis + 0.5130 51.30%
Human Ether-a-go-go-Related Gene inhibition - 0.5112 51.12%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5190 51.90%
skin sensitisation - 0.9223 92.23%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.6069 60.69%
Acute Oral Toxicity (c) III 0.8379 83.79%
Estrogen receptor binding + 0.9290 92.90%
Androgen receptor binding + 0.9218 92.18%
Thyroid receptor binding + 0.6752 67.52%
Glucocorticoid receptor binding + 0.8945 89.45%
Aromatase binding + 0.8948 89.48%
PPAR gamma + 0.5678 56.78%
Honey bee toxicity - 0.8750 87.50%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.7241 72.41%

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 98.64% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.16% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.22% 94.00%
CHEMBL2581 P07339 Cathepsin D 90.58% 98.95%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 90.48% 92.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.55% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.74% 99.23%
CHEMBL2535 P11166 Glucose transporter 87.62% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 86.13% 94.73%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.05% 93.65%
CHEMBL1907 P15144 Aminopeptidase N 84.68% 93.31%
CHEMBL2039 P27338 Monoamine oxidase B 83.65% 92.51%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.33% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.27% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.79% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.61% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.14% 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.
Agasthiyamalaia pauciflora
Calophyllum membranaceum
Hypericum ascyron
Mammea americana
Mesua ferrea

Cross-Links

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PubChem 71034
LOTUS LTS0261226
wikiData Q83020115