4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-methoxy-3-[(4-methoxyphenyl)methylene]-, (E)-

Details

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Internal ID 07f910c7-84e1-4bdd-99d9-b49a526e6f7b
Taxonomy Phenylpropanoids and polyketides > Homoisoflavonoids
IUPAC Name (3E)-5,7-dihydroxy-8-methoxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C=C2COC3=C(C2=O)C(=CC(=C3OC)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)/C=C/2\COC3=C(C2=O)C(=CC(=C3OC)O)O
InChI InChI=1S/C18H16O6/c1-22-12-5-3-10(4-6-12)7-11-9-24-18-15(16(11)21)13(19)8-14(20)17(18)23-2/h3-8,19-20H,9H2,1-2H3/b11-7+
InChI Key ZQTVKHLRTZRJSM-YRNVUSSQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H16O6
Molecular Weight 328.30 g/mol
Exact Mass 328.09468823 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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DTXSID301116459
27434-98-6
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-methoxy-3-[(4-methoxyphenyl)methylene]-, (E)-

2D Structure

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2D Structure of 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-methoxy-3-[(4-methoxyphenyl)methylene]-, (E)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9648 96.48%
Caco-2 + 0.8717 87.17%
Blood Brain Barrier - 0.7879 78.79%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5562 55.62%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.9375 93.75%
OATP1B3 inhibitior + 0.9564 95.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.5648 56.48%
P-glycoprotein inhibitior - 0.4790 47.90%
P-glycoprotein substrate - 0.9663 96.63%
CYP3A4 substrate + 0.5130 51.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8124 81.24%
CYP3A4 inhibition + 0.7834 78.34%
CYP2C9 inhibition + 0.6587 65.87%
CYP2C19 inhibition + 0.8910 89.10%
CYP2D6 inhibition - 0.5556 55.56%
CYP1A2 inhibition + 0.9007 90.07%
CYP2C8 inhibition - 0.7929 79.29%
CYP inhibitory promiscuity + 0.9200 92.00%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7361 73.61%
Eye corrosion - 0.9830 98.30%
Eye irritation + 0.7869 78.69%
Skin irritation - 0.7252 72.52%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.7560 75.60%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5714 57.14%
Acute Oral Toxicity (c) III 0.5834 58.34%
Estrogen receptor binding + 0.9498 94.98%
Androgen receptor binding + 0.8084 80.84%
Thyroid receptor binding + 0.6469 64.69%
Glucocorticoid receptor binding + 0.8361 83.61%
Aromatase binding + 0.6873 68.73%
PPAR gamma + 0.6818 68.18%
Honey bee toxicity - 0.9127 91.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9416 94.16%

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 98.52% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.08% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.43% 94.45%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.28% 96.12%
CHEMBL4208 P20618 Proteasome component C5 92.42% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 91.96% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.63% 99.15%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.69% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.52% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.23% 86.33%
CHEMBL2581 P07339 Cathepsin D 86.41% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.13% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.79% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.56% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.13% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.28% 96.77%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.56% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.51% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.45% 86.92%

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.
Eucomis autumnalis

Cross-Links

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PubChem 102116624
LOTUS LTS0204944
wikiData Q105381748