7,21-Dihydroxy-17,17-dimethyl-10,12,16-trioxapentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),3(11),4(9),5,7,13,15(20),18-octaen-2-one

Details

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Internal ID bdefed0a-4c77-4147-883e-6374b84afba9
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
IUPAC Name 7,21-dihydroxy-17,17-dimethyl-10,12,16-trioxapentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),3(11),4(9),5,7,13,15(20),18-octaen-2-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(O3)OC5=C4C=CC(=C5)O)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(O3)OC5=C4C=CC(=C5)O)C
InChI InChI=1S/C20H14O6/c1-20(2)6-5-11-13(26-20)8-14-16(17(11)22)18(23)15-10-4-3-9(21)7-12(10)24-19(15)25-14/h3-8,21-22H,1-2H3
InChI Key KMXXMLCKSKZOPT-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H14O6
Molecular Weight 350.30 g/mol
Exact Mass 350.07903816 g/mol
Topological Polar Surface Area (TPSA) 89.10 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7,21-Dihydroxy-17,17-dimethyl-10,12,16-trioxapentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),3(11),4(9),5,7,13,15(20),18-octaen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 + 0.5895 58.95%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8314 83.14%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior + 0.9113 91.13%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7575 75.75%
P-glycoprotein inhibitior - 0.4613 46.13%
P-glycoprotein substrate + 0.5342 53.42%
CYP3A4 substrate + 0.6000 60.00%
CYP2C9 substrate - 0.6166 61.66%
CYP2D6 substrate - 0.8394 83.94%
CYP3A4 inhibition - 0.5329 53.29%
CYP2C9 inhibition + 0.8078 80.78%
CYP2C19 inhibition - 0.5801 58.01%
CYP2D6 inhibition - 0.7281 72.81%
CYP1A2 inhibition - 0.6845 68.45%
CYP2C8 inhibition + 0.6408 64.08%
CYP inhibitory promiscuity + 0.5631 56.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4592 45.92%
Eye corrosion - 0.9873 98.73%
Eye irritation + 0.5433 54.33%
Skin irritation - 0.6694 66.94%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.5463 54.63%
Human Ether-a-go-go-Related Gene inhibition - 0.7112 71.12%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7058 70.58%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8030 80.30%
Acute Oral Toxicity (c) III 0.4862 48.62%
Estrogen receptor binding + 0.9394 93.94%
Androgen receptor binding + 0.8655 86.55%
Thyroid receptor binding + 0.7210 72.10%
Glucocorticoid receptor binding + 0.9226 92.26%
Aromatase binding + 0.7967 79.67%
PPAR gamma + 0.9139 91.39%
Honey bee toxicity - 0.8415 84.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9841 98.41%

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 99.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.46% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.78% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.46% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.83% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.29% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.72% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.34% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.91% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.69% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.25% 94.42%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.71% 99.23%

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.
Lupinus luteus

Cross-Links

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PubChem 56642235
LOTUS LTS0225848
wikiData Q105143262