1-[4-Hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione

Details

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Internal ID 1c19f373-d697-4efe-9568-5b0151e3f473
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
IUPAC Name 1-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione
SMILES (Canonical) CC(=CCC1=C(C=CC(=C1)C(=O)CC(=O)C2=C(C(=C(C=C2)O)CC=C(C)C)OC)O)C
SMILES (Isomeric) CC(=CCC1=C(C=CC(=C1)C(=O)CC(=O)C2=C(C(=C(C=C2)O)CC=C(C)C)OC)O)C
InChI InChI=1S/C26H30O5/c1-16(2)6-8-18-14-19(9-12-22(18)27)24(29)15-25(30)21-11-13-23(28)20(26(21)31-5)10-7-17(3)4/h6-7,9,11-14,27-28H,8,10,15H2,1-5H3
InChI Key AKLSXLVJISBMOO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O5
Molecular Weight 422.50 g/mol
Exact Mass 422.20932405 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.58
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[4-Hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.5155 51.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8449 84.49%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.9246 92.46%
OATP1B3 inhibitior + 0.8528 85.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8363 83.63%
P-glycoprotein inhibitior + 0.8258 82.58%
P-glycoprotein substrate - 0.7463 74.63%
CYP3A4 substrate - 0.5182 51.82%
CYP2C9 substrate - 0.6194 61.94%
CYP2D6 substrate - 0.7519 75.19%
CYP3A4 inhibition - 0.7370 73.70%
CYP2C9 inhibition + 0.6715 67.15%
CYP2C19 inhibition + 0.8505 85.05%
CYP2D6 inhibition - 0.6160 61.60%
CYP1A2 inhibition + 0.7785 77.85%
CYP2C8 inhibition + 0.5549 55.49%
CYP inhibitory promiscuity + 0.6662 66.62%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7449 74.49%
Carcinogenicity (trinary) Non-required 0.7337 73.37%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.6925 69.25%
Skin irritation - 0.8585 85.85%
Skin corrosion - 0.9705 97.05%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7619 76.19%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5053 50.53%
skin sensitisation - 0.6846 68.46%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.5163 51.63%
Acute Oral Toxicity (c) III 0.6080 60.80%
Estrogen receptor binding + 0.9194 91.94%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding + 0.6463 64.63%
Glucocorticoid receptor binding + 0.8595 85.95%
Aromatase binding + 0.7362 73.62%
PPAR gamma + 0.8453 84.53%
Honey bee toxicity - 0.8874 88.74%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9966 99.66%

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 98.49% 91.11%
CHEMBL4208 P20618 Proteasome component C5 93.74% 90.00%
CHEMBL2535 P11166 Glucose transporter 92.17% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.23% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.98% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.43% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 87.24% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.12% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.40% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.27% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.19% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 83.96% 94.73%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.62% 90.24%
CHEMBL2581 P07339 Cathepsin D 81.05% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 80.81% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.71% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.12% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.00% 95.56%

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.
Hovea parvicalyx

Cross-Links

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PubChem 24970519
LOTUS LTS0027375
wikiData Q104913717