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1-[2-hydroxy-4-methoxy-6-[(1S,4R)-4-methyl-1-propan-2-ylcyclohex-2-en-1-yl]oxyphenyl]-3-phenylpropan-1-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5b388f73-8e04-41e5-85e9-2242053d020f
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
IUPAC Name 1-[2-hydroxy-4-methoxy-6-[(1S,4R)-4-methyl-1-propan-2-ylcyclohex-2-en-1-yl]oxyphenyl]-3-phenylpropan-1-one
SMILES (Canonical) CC1CCC(C=C1)(C(C)C)OC2=CC(=CC(=C2C(=O)CCC3=CC=CC=C3)O)OC
SMILES (Isomeric) C[C@@H]1CC[C@@](C=C1)(C(C)C)OC2=CC(=CC(=C2C(=O)CCC3=CC=CC=C3)O)OC
InChI InChI=1S/C26H32O4/c1-18(2)26(14-12-19(3)13-15-26)30-24-17-21(29-4)16-23(28)25(24)22(27)11-10-20-8-6-5-7-9-20/h5-9,12,14,16-19,28H,10-11,13,15H2,1-4H3/t19-,26-/m0/s1
InChI Key GEIUOIVVQIIHRQ-SIBVEZHUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H32O4
Molecular Weight 408.50 g/mol
Exact Mass 408.23005950 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.98
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2-hydroxy-4-methoxy-6-[(1S,4R)-4-methyl-1-propan-2-ylcyclohex-2-en-1-yl]oxyphenyl]-3-phenylpropan-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 + 0.9926 99.26%
Caco-2 + 0.5963 59.63%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8820 88.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9030 90.30%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.8924 89.24%
P-glycoprotein substrate + 0.5839 58.39%
CYP3A4 substrate + 0.6432 64.32%
CYP2C9 substrate - 0.7943 79.43%
CYP2D6 substrate - 0.8198 81.98%
CYP3A4 inhibition - 0.5861 58.61%
CYP2C9 inhibition + 0.5913 59.13%
CYP2C19 inhibition + 0.6789 67.89%
CYP2D6 inhibition - 0.8441 84.41%
CYP1A2 inhibition + 0.6596 65.96%
CYP2C8 inhibition + 0.6826 68.26%
CYP inhibitory promiscuity - 0.5068 50.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7436 74.36%
Carcinogenicity (trinary) Non-required 0.6538 65.38%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.7356 73.56%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8226 82.26%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5074 50.74%
skin sensitisation - 0.8121 81.21%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.8340 83.40%
Acute Oral Toxicity (c) III 0.6925 69.25%
Estrogen receptor binding + 0.7961 79.61%
Androgen receptor binding + 0.7172 71.72%
Thyroid receptor binding + 0.7087 70.87%
Glucocorticoid receptor binding + 0.7452 74.52%
Aromatase binding + 0.6406 64.06%
PPAR gamma + 0.8518 85.18%
Honey bee toxicity - 0.7609 76.09%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5049 50.49%
Fish aquatic toxicity + 0.9933 99.33%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.41% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.33% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.87% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.56% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.81% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.80% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.62% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.96% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.26% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.22% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.14% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.97% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.94% 92.62%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.83% 99.18%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.76% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.47% 99.17%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.01% 92.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.09% 99.15%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.79% 94.62%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 82.60% 95.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.18% 91.07%
CHEMBL2535 P11166 Glucose transporter 81.90% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.77% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.65% 82.69%

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.
Piper aduncum

Cross-Links

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PubChem 163104102
LOTUS LTS0108382
wikiData Q105007181