7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-4-oxo-2,3-dihydrochromen-5-olate

Details

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Internal ID d087719d-7dbe-487f-8bc3-a9832387184a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-4-oxo-2,3-dihydrochromen-5-olate
SMILES (Canonical) CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=C(C=C3)O)[O-])C
SMILES (Isomeric) CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=C(C=C3)O)[O-])C
InChI InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/p-1
InChI Key YHWNASRGLKJRJJ-UHFFFAOYSA-M
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19O5-
Molecular Weight 339.40 g/mol
Exact Mass 339.12324870 g/mol
Topological Polar Surface Area (TPSA) 89.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.39
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-4-oxo-2,3-dihydrochromen-5-olate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 - 0.5561 55.61%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8240 82.40%
OATP2B1 inhibitior - 0.5889 58.89%
OATP1B1 inhibitior + 0.8457 84.57%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6077 60.77%
P-glycoprotein inhibitior - 0.6334 63.34%
P-glycoprotein substrate - 0.7729 77.29%
CYP3A4 substrate + 0.5365 53.65%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8016 80.16%
CYP3A4 inhibition - 0.7349 73.49%
CYP2C9 inhibition + 0.8971 89.71%
CYP2C19 inhibition + 0.8778 87.78%
CYP2D6 inhibition - 0.7397 73.97%
CYP1A2 inhibition + 0.7844 78.44%
CYP2C8 inhibition - 0.5729 57.29%
CYP inhibitory promiscuity + 0.8443 84.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9613 96.13%
Carcinogenicity (trinary) Non-required 0.6706 67.06%
Eye corrosion - 0.9908 99.08%
Eye irritation + 0.6747 67.47%
Skin irritation - 0.7519 75.19%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4696 46.96%
Micronuclear + 0.5559 55.59%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.7440 74.40%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5947 59.47%
Acute Oral Toxicity (c) III 0.5996 59.96%
Estrogen receptor binding + 0.8625 86.25%
Androgen receptor binding + 0.7456 74.56%
Thyroid receptor binding + 0.6797 67.97%
Glucocorticoid receptor binding + 0.8662 86.62%
Aromatase binding + 0.6934 69.34%
PPAR gamma + 0.9258 92.58%
Honey bee toxicity - 0.8531 85.31%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9910 99.10%

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 98.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.76% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.16% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.92% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.88% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.76% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.08% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.11% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.21% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.04% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.84% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.17% 94.80%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.69% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.87% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.49% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.45% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.48% 97.21%
CHEMBL4208 P20618 Proteasome component C5 80.16% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 95.89%

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.
Humulus lupulus

Cross-Links

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PubChem 25201555
NPASS NPC131906