9-Methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-[1]benzofuro[3,2-c]chromen-6-one

Details

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Internal ID 31927133-f80e-4557-8697-75ac5d1ce910
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
IUPAC Name 9-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-[1]benzofuro[3,2-c]chromen-6-one
SMILES (Canonical) COC1=CC2=C(C=C1)C3=C(O2)C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC3=O
SMILES (Isomeric) COC1=CC2=C(C=C1)C3=C(O2)C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC3=O
InChI InChI=1S/C22H20O10/c1-28-9-2-4-11-13(6-9)30-20-12-5-3-10(7-14(12)31-21(27)16(11)20)29-22-19(26)18(25)17(24)15(8-23)32-22/h2-7,15,17-19,22-26H,8H2,1H3
InChI Key MCZJEXQGWXOYBF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H20O10
Molecular Weight 444.40 g/mol
Exact Mass 444.10564683 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.88
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-Methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-[1]benzofuro[3,2-c]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5453 54.53%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6606 66.06%
OATP2B1 inhibitior - 0.6998 69.98%
OATP1B1 inhibitior + 0.9233 92.33%
OATP1B3 inhibitior + 0.9720 97.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6620 66.20%
P-glycoprotein inhibitior - 0.5076 50.76%
P-glycoprotein substrate - 0.8242 82.42%
CYP3A4 substrate + 0.5532 55.32%
CYP2C9 substrate - 0.8263 82.63%
CYP2D6 substrate - 0.8530 85.30%
CYP3A4 inhibition - 0.8554 85.54%
CYP2C9 inhibition - 0.8821 88.21%
CYP2C19 inhibition - 0.8336 83.36%
CYP2D6 inhibition - 0.8701 87.01%
CYP1A2 inhibition - 0.8818 88.18%
CYP2C8 inhibition - 0.7045 70.45%
CYP inhibitory promiscuity - 0.6440 64.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5371 53.71%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9306 93.06%
Skin irritation - 0.8144 81.44%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.5564 55.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4463 44.63%
Micronuclear + 0.6033 60.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8931 89.31%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8725 87.25%
Acute Oral Toxicity (c) III 0.7690 76.90%
Estrogen receptor binding + 0.8189 81.89%
Androgen receptor binding + 0.7755 77.55%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.7064 70.64%
Aromatase binding + 0.5885 58.85%
PPAR gamma + 0.8133 81.33%
Honey bee toxicity - 0.8234 82.34%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.6626 66.26%

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 99.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.15% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.17% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.77% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.95% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 90.76% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.38% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.32% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.25% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.20% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 87.86% 93.31%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.63% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 85.57% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.56% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.12% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.79% 97.36%
CHEMBL4208 P20618 Proteasome component C5 81.56% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.81% 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.
Glycyrrhiza pallidiflora

Cross-Links

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PubChem 163043848
LOTUS LTS0220834
wikiData Q105161547