3-(3-Hydroxy-4-methoxyphenyl)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-one

Details

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Internal ID 57717c27-a5c0-4778-b204-441aff5c38ca
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
IUPAC Name 3-(3-hydroxy-4-methoxyphenyl)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-one
SMILES (Canonical) CC(=CCOC1=CC(=C(C=C1)C(=O)C=CC2=CC(=C(C=C2)OC)O)O)C
SMILES (Isomeric) CC(=CCOC1=CC(=C(C=C1)C(=O)C=CC2=CC(=C(C=C2)OC)O)O)C
InChI InChI=1S/C21H22O5/c1-14(2)10-11-26-16-6-7-17(19(23)13-16)18(22)8-4-15-5-9-21(25-3)20(24)12-15/h4-10,12-13,23-24H,11H2,1-3H3
InChI Key SQSGXNYYRZEYPR-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H22O5
Molecular Weight 354.40 g/mol
Exact Mass 354.14672380 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(3-Hydroxy-4-methoxyphenyl)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 + 0.8378 83.78%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8716 87.16%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.9429 94.29%
OATP1B3 inhibitior + 0.8877 88.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8999 89.99%
P-glycoprotein inhibitior + 0.7203 72.03%
P-glycoprotein substrate - 0.8166 81.66%
CYP3A4 substrate + 0.5309 53.09%
CYP2C9 substrate - 0.7931 79.31%
CYP2D6 substrate - 0.8493 84.93%
CYP3A4 inhibition - 0.7347 73.47%
CYP2C9 inhibition + 0.7354 73.54%
CYP2C19 inhibition + 0.9061 90.61%
CYP2D6 inhibition - 0.6138 61.38%
CYP1A2 inhibition + 0.9108 91.08%
CYP2C8 inhibition + 0.7769 77.69%
CYP inhibitory promiscuity + 0.8010 80.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8271 82.71%
Carcinogenicity (trinary) Non-required 0.7756 77.56%
Eye corrosion - 0.9917 99.17%
Eye irritation + 0.5523 55.23%
Skin irritation - 0.8345 83.45%
Skin corrosion - 0.9738 97.38%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7400 74.00%
Micronuclear - 0.5626 56.26%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.6504 65.04%
Respiratory toxicity - 0.7778 77.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.4538 45.38%
Acute Oral Toxicity (c) III 0.5981 59.81%
Estrogen receptor binding + 0.8820 88.20%
Androgen receptor binding + 0.7908 79.08%
Thyroid receptor binding + 0.6477 64.77%
Glucocorticoid receptor binding + 0.7968 79.68%
Aromatase binding + 0.7462 74.62%
PPAR gamma + 0.8611 86.11%
Honey bee toxicity - 0.8666 86.66%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9953 99.53%

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 96.75% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.46% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.87% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.25% 96.09%
CHEMBL4208 P20618 Proteasome component C5 94.58% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.16% 96.00%
CHEMBL2535 P11166 Glucose transporter 92.36% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.61% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 89.80% 91.49%
CHEMBL3194 P02766 Transthyretin 89.05% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.55% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 85.67% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.64% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.37% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 82.77% 96.12%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.01% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 81.76% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.28% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.92% 85.14%

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.
Millettia erythrocalyx

Cross-Links

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PubChem 76537205
LOTUS LTS0260796
wikiData Q105258503