8-Hydroxy-1,3,7-trimethoxyxanthon

Details

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Internal ID 9c1657f0-6651-42aa-8ead-382e2c074e7c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 1-hydroxy-2,6,8-trimethoxyxanthen-9-one
SMILES (Canonical) COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=CC(=C3)OC)OC)O
SMILES (Isomeric) COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=CC(=C3)OC)OC)O
InChI InChI=1S/C16H14O6/c1-19-8-6-11(21-3)13-12(7-8)22-9-4-5-10(20-2)15(17)14(9)16(13)18/h4-7,17H,1-3H3
InChI Key VWPBACQJNQNCAD-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H14O6
Molecular Weight 302.28 g/mol
Exact Mass 302.07903816 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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8-Hydroxy-1,3,7-trimethoxyxanthon
1-Hydroxy-2,6,8-trimethoxy-9H-xanthen-9-one
479-99-2

2D Structure

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2D Structure of 8-Hydroxy-1,3,7-trimethoxyxanthon

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9769 97.69%
Caco-2 + 0.8782 87.82%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6863 68.63%
OATP2B1 inhibitior - 0.7195 71.95%
OATP1B1 inhibitior + 0.9341 93.41%
OATP1B3 inhibitior + 0.9884 98.84%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6883 68.83%
P-glycoprotein inhibitior - 0.4305 43.05%
P-glycoprotein substrate - 0.9063 90.63%
CYP3A4 substrate - 0.5218 52.18%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.6511 65.11%
CYP2C9 inhibition - 0.9806 98.06%
CYP2C19 inhibition - 0.6277 62.77%
CYP2D6 inhibition - 0.8588 85.88%
CYP1A2 inhibition + 0.9585 95.85%
CYP2C8 inhibition + 0.4634 46.34%
CYP inhibitory promiscuity - 0.5523 55.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6004 60.04%
Eye corrosion - 0.9679 96.79%
Eye irritation + 0.8017 80.17%
Skin irritation - 0.6803 68.03%
Skin corrosion - 0.9860 98.60%
Ames mutagenesis + 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5544 55.44%
Micronuclear + 0.8359 83.59%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9331 93.31%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7585 75.85%
Acute Oral Toxicity (c) II 0.5755 57.55%
Estrogen receptor binding + 0.8585 85.85%
Androgen receptor binding + 0.7748 77.48%
Thyroid receptor binding + 0.6901 69.01%
Glucocorticoid receptor binding + 0.8412 84.12%
Aromatase binding + 0.8999 89.99%
PPAR gamma + 0.7744 77.44%
Honey bee toxicity - 0.9179 91.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5249 52.49%
Fish aquatic toxicity + 0.8585 85.85%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.56% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.20% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.14% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.51% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.86% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.83% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.77% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 86.51% 98.95%
CHEMBL4208 P20618 Proteasome component C5 84.70% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.37% 94.42%
CHEMBL2535 P11166 Glucose transporter 84.29% 98.75%
CHEMBL3194 P02766 Transthyretin 84.00% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.67% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 82.62% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.30% 96.09%

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.
Swertia japonica
Swertia swertopsis

Cross-Links

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PubChem 15558794
LOTUS LTS0257267
wikiData Q105298212