1,5,6-Trihydroxy-7-methoxyxanthone

Details

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Internal ID 7b1722ff-5d23-496a-b5f8-2c98ee40602c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 1,5,6-trihydroxy-7-methoxyxanthen-9-one
SMILES (Canonical) COC1=C(C(=C2C(=C1)C(=O)C3=C(C=CC=C3O2)O)O)O
SMILES (Isomeric) COC1=C(C(=C2C(=C1)C(=O)C3=C(C=CC=C3O2)O)O)O
InChI InChI=1S/C14H10O6/c1-19-9-5-6-11(16)10-7(15)3-2-4-8(10)20-14(6)13(18)12(9)17/h2-5,15,17-18H,1H3
InChI Key XCGNJCDCHNDFBZ-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 1,5,6-Trihydroxy-7-methoxyxanthone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9448 94.48%
Caco-2 - 0.6980 69.80%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7176 71.76%
OATP2B1 inhibitior - 0.5557 55.57%
OATP1B1 inhibitior + 0.9171 91.71%
OATP1B3 inhibitior + 1.0000 100.00%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8274 82.74%
P-glycoprotein inhibitior - 0.6862 68.62%
P-glycoprotein substrate - 0.7778 77.78%
CYP3A4 substrate + 0.5205 52.05%
CYP2C9 substrate - 0.6887 68.87%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition - 0.7681 76.81%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.5820 58.20%
CYP2D6 inhibition - 0.8589 85.89%
CYP1A2 inhibition + 0.9796 97.96%
CYP2C8 inhibition + 0.4867 48.67%
CYP inhibitory promiscuity - 0.5398 53.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5599 55.99%
Eye corrosion - 0.9632 96.32%
Eye irritation + 0.8975 89.75%
Skin irritation - 0.5421 54.21%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8150 81.50%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7325 73.25%
Acute Oral Toxicity (c) III 0.7485 74.85%
Estrogen receptor binding + 0.8343 83.43%
Androgen receptor binding + 0.6472 64.72%
Thyroid receptor binding + 0.6119 61.19%
Glucocorticoid receptor binding + 0.9585 95.85%
Aromatase binding + 0.7075 70.75%
PPAR gamma + 0.8244 82.44%
Honey bee toxicity - 0.9170 91.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8510 85.10%

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 98.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.44% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.20% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.35% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.04% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.59% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.07% 99.23%
CHEMBL2535 P11166 Glucose transporter 89.39% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.36% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 87.40% 94.73%
CHEMBL1255126 O15151 Protein Mdm4 86.43% 90.20%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 82.95% 94.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.91% 92.62%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 82.85% 98.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.96% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.25% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.10% 99.15%

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.
Harungana madagascariensis
Hypericum ascyron

Cross-Links

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PubChem 129685345
LOTUS LTS0183601
wikiData Q105325023