2,5,7-Trihydroxy-1-methoxy-4a,9a-dihydroxanthen-9-one

Details

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Internal ID 6f5c91d6-6af2-4e2d-96fa-ea0d61f2f7f2
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 2,5,7-trihydroxy-1-methoxy-4a,9a-dihydroxanthen-9-one
SMILES (Canonical) COC1=C(C=CC2C1C(=O)C3=C(O2)C(=CC(=C3)O)O)O
SMILES (Isomeric) COC1=C(C=CC2C1C(=O)C3=C(O2)C(=CC(=C3)O)O)O
InChI InChI=1S/C14H12O6/c1-19-14-8(16)2-3-10-11(14)12(18)7-4-6(15)5-9(17)13(7)20-10/h2-5,10-11,15-17H,1H3
InChI Key QFLSYBURRGPQJZ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C14H12O6
Molecular Weight 276.24 g/mol
Exact Mass 276.06338810 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.64
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 2,5,7-Trihydroxy-1-methoxy-4a,9a-dihydroxanthen-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 + 0.9735 97.35%
Caco-2 - 0.6303 63.03%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.4755 47.55%
OATP2B1 inhibitior - 0.7234 72.34%
OATP1B1 inhibitior + 0.8809 88.09%
OATP1B3 inhibitior + 0.9847 98.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8580 85.80%
P-glycoprotein inhibitior - 0.8462 84.62%
P-glycoprotein substrate - 0.8993 89.93%
CYP3A4 substrate + 0.5549 55.49%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7948 79.48%
CYP3A4 inhibition + 0.7078 70.78%
CYP2C9 inhibition + 0.5484 54.84%
CYP2C19 inhibition + 0.8571 85.71%
CYP2D6 inhibition - 0.6783 67.83%
CYP1A2 inhibition + 0.9527 95.27%
CYP2C8 inhibition - 0.6479 64.79%
CYP inhibitory promiscuity + 0.9299 92.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9818 98.18%
Carcinogenicity (trinary) Non-required 0.5133 51.33%
Eye corrosion - 0.9536 95.36%
Eye irritation + 0.6754 67.54%
Skin irritation - 0.5200 52.00%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.6823 68.23%
Human Ether-a-go-go-Related Gene inhibition - 0.7801 78.01%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.6949 69.49%
skin sensitisation - 0.7092 70.92%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.5679 56.79%
Acute Oral Toxicity (c) III 0.6108 61.08%
Estrogen receptor binding + 0.7665 76.65%
Androgen receptor binding + 0.5931 59.31%
Thyroid receptor binding + 0.5981 59.81%
Glucocorticoid receptor binding + 0.8089 80.89%
Aromatase binding - 0.6807 68.07%
PPAR gamma + 0.6740 67.40%
Honey bee toxicity - 0.7930 79.30%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8549 85.49%

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 97.89% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.43% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.62% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.48% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.60% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.30% 94.00%
CHEMBL2581 P07339 Cathepsin D 87.44% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.13% 86.33%
CHEMBL1929 P47989 Xanthine dehydrogenase 86.64% 96.12%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.05% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.28% 90.00%
CHEMBL2535 P11166 Glucose transporter 82.73% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.28% 93.40%

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.
Lindera neesiana

Cross-Links

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PubChem 44583783
LOTUS LTS0009952
wikiData Q105219647