1,3,7-Trihydroxy-5-methoxy-9h-xanthen-9-one

Details

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Internal ID 2a926bf2-7f2f-4efd-8b50-b55ec651e5b8
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 1,3,7-trihydroxy-5-methoxyxanthen-9-one
SMILES (Canonical) COC1=CC(=CC2=C1OC3=CC(=CC(=C3C2=O)O)O)O
SMILES (Isomeric) COC1=CC(=CC2=C1OC3=CC(=CC(=C3C2=O)O)O)O
InChI InChI=1S/C14H10O6/c1-19-11-5-6(15)2-8-13(18)12-9(17)3-7(16)4-10(12)20-14(8)11/h2-5,15-17H,1H3
InChI Key LRDAYQOJNLILTQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C14H10O6
Molecular Weight 274.22 g/mol
Exact Mass 274.04773803 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3,7-Trihydroxy-5-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 + 0.9404 94.04%
Caco-2 + 0.5536 55.36%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5738 57.38%
OATP2B1 inhibitior - 0.6938 69.38%
OATP1B1 inhibitior + 0.8977 89.77%
OATP1B3 inhibitior + 0.9861 98.61%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6699 66.99%
P-glycoprotein inhibitior - 0.6506 65.06%
P-glycoprotein substrate - 0.8192 81.92%
CYP3A4 substrate + 0.5093 50.93%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.7957 79.57%
CYP2C9 inhibition - 0.5790 57.90%
CYP2C19 inhibition + 0.6217 62.17%
CYP2D6 inhibition - 0.6187 61.87%
CYP1A2 inhibition + 0.9450 94.50%
CYP2C8 inhibition + 0.5070 50.70%
CYP inhibitory promiscuity + 0.6664 66.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5499 54.99%
Eye corrosion - 0.9486 94.86%
Eye irritation + 0.9640 96.40%
Skin irritation - 0.5968 59.68%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis + 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6899 68.99%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5673 56.73%
Acute Oral Toxicity (c) III 0.8993 89.93%
Estrogen receptor binding + 0.8374 83.74%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding - 0.4904 49.04%
Glucocorticoid receptor binding + 0.8729 87.29%
Aromatase binding + 0.7737 77.37%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.8569 85.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity - 0.3970 39.70%

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 97.46% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.12% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.34% 94.00%
CHEMBL3194 P02766 Transthyretin 90.81% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.30% 99.23%
CHEMBL2581 P07339 Cathepsin D 89.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.77% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.38% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.80% 93.99%
CHEMBL2535 P11166 Glucose transporter 86.56% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.25% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 81.81% 94.73%
CHEMBL1255126 O15151 Protein Mdm4 80.52% 90.20%

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.
Cratoxylum cochinchinense
Hypericum sampsonii

Cross-Links

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PubChem 91300928
LOTUS LTS0236924
wikiData Q105156069