5,7-Dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

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Internal ID 4107ff0d-701f-4f52-844b-054574e80c72
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name 5,7-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
InChI InChI=1S/C25H26O6/c1-13(2)5-6-15-17(26)11-22-23(24(15)29)19(28)12-21(30-22)16-9-14-7-8-25(3,4)31-20(14)10-18(16)27/h5,7-11,21,26-27,29H,6,12H2,1-4H3
InChI Key XPMCEWWRVJLSLM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O6
Molecular Weight 422.50 g/mol
Exact Mass 422.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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5,7-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

2D Structure

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2D Structure of 5,7-Dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9841 98.41%
Caco-2 - 0.5934 59.34%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7617 76.17%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8685 86.85%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9334 93.34%
P-glycoprotein inhibitior + 0.6576 65.76%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6463 64.63%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8063 80.63%
CYP3A4 inhibition - 0.7463 74.63%
CYP2C9 inhibition + 0.8193 81.93%
CYP2C19 inhibition + 0.8273 82.73%
CYP2D6 inhibition - 0.8386 83.86%
CYP1A2 inhibition - 0.5051 50.51%
CYP2C8 inhibition + 0.4739 47.39%
CYP inhibitory promiscuity + 0.8359 83.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6351 63.51%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.7102 71.02%
Skin irritation - 0.7340 73.40%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7716 77.16%
Micronuclear - 0.5641 56.41%
Hepatotoxicity - 0.5324 53.24%
skin sensitisation - 0.7584 75.84%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6470 64.70%
Acute Oral Toxicity (c) III 0.4634 46.34%
Estrogen receptor binding + 0.9014 90.14%
Androgen receptor binding + 0.6477 64.77%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.8239 82.39%
Aromatase binding + 0.7047 70.47%
PPAR gamma + 0.8484 84.84%
Honey bee toxicity - 0.8158 81.58%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9865 98.65%

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 99.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.34% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.03% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.56% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.91% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.39% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.42% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.37% 100.00%
CHEMBL4208 P20618 Proteasome component C5 85.87% 90.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.64% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.10% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.50% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.61% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 83.33% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.96% 96.37%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.73% 80.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.96% 91.49%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.19% 92.68%

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.
Euchresta japonica
Maclura pomifera
Maclura tricuspidata

Cross-Links

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PubChem 14886039
LOTUS LTS0243928
wikiData Q105338834