1-[3-(3,7-Dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

Details

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Internal ID fa909784-fbe4-46d9-b6ae-e4d4b8006a21
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
IUPAC Name 1-[3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
SMILES (Canonical) CC(=CCCC(=CCC1=C(C(=C(C=C1O)O)C(=O)CCC2=CC=C(C=C2)O)O)C)C
SMILES (Isomeric) CC(=CCCC(=CCC1=C(C(=C(C=C1O)O)C(=O)CCC2=CC=C(C=C2)O)O)C)C
InChI InChI=1S/C25H30O5/c1-16(2)5-4-6-17(3)7-13-20-22(28)15-23(29)24(25(20)30)21(27)14-10-18-8-11-19(26)12-9-18/h5,7-9,11-12,15,26,28-30H,4,6,10,13-14H2,1-3H3
InChI Key CQWUAFIQKBZOAW-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O5
Molecular Weight 410.50 g/mol
Exact Mass 410.20932405 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.56
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-(3,7-Dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)propan-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 + 0.9886 98.86%
Caco-2 - 0.6432 64.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8663 86.63%
OATP2B1 inhibitior + 0.5735 57.35%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior + 0.8829 88.29%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9655 96.55%
P-glycoprotein inhibitior + 0.6007 60.07%
P-glycoprotein substrate - 0.6445 64.45%
CYP3A4 substrate + 0.5478 54.78%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8207 82.07%
CYP3A4 inhibition + 0.7800 78.00%
CYP2C9 inhibition + 0.6109 61.09%
CYP2C19 inhibition + 0.7447 74.47%
CYP2D6 inhibition - 0.7553 75.53%
CYP1A2 inhibition + 0.8090 80.90%
CYP2C8 inhibition + 0.6480 64.80%
CYP inhibitory promiscuity + 0.6946 69.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8262 82.62%
Carcinogenicity (trinary) Non-required 0.7437 74.37%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.5502 55.02%
Skin irritation - 0.7409 74.09%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3688 36.88%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.6204 62.04%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8920 89.20%
Acute Oral Toxicity (c) III 0.5132 51.32%
Estrogen receptor binding + 0.9222 92.22%
Androgen receptor binding + 0.7987 79.87%
Thyroid receptor binding + 0.6438 64.38%
Glucocorticoid receptor binding + 0.7892 78.92%
Aromatase binding + 0.6375 63.75%
PPAR gamma + 0.8943 89.43%
Honey bee toxicity - 0.8620 86.20%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.96% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 93.79% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.05% 96.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.98% 92.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.63% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.90% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.85% 97.21%
CHEMBL4208 P20618 Proteasome component C5 87.47% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.46% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.15% 86.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.09% 85.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.55% 90.71%

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.
Esenbeckia grandiflora
Metrodorea stipularis

Cross-Links

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PubChem 163042696
LOTUS LTS0135473
wikiData Q103817960