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

Details

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Internal ID 4c8d972c-f9a8-4405-a54a-00e1641b2c39
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
IUPAC Name 1-[3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]-3-phenylprop-2-en-1-one
SMILES (Canonical) CC(=CCCC(=CCC1=C(C(=C(C=C1O)O)C(=O)C=CC2=CC=CC=C2)O)C)C
SMILES (Isomeric) CC(=CCCC(=CCC1=C(C(=C(C=C1O)O)C(=O)C=CC2=CC=CC=C2)O)C)C
InChI InChI=1S/C25H28O4/c1-17(2)8-7-9-18(3)12-14-20-22(27)16-23(28)24(25(20)29)21(26)15-13-19-10-5-4-6-11-19/h4-6,8,10-13,15-16,27-29H,7,9,14H2,1-3H3
InChI Key ZQNDIDYSUDPHEU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O4
Molecular Weight 392.50 g/mol
Exact Mass 392.19875937 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 7.00
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 8

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-phenylprop-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 + 0.9934 99.34%
Caco-2 - 0.6855 68.55%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8497 84.97%
OATP2B1 inhibitior + 0.5680 56.80%
OATP1B1 inhibitior + 0.8342 83.42%
OATP1B3 inhibitior + 0.8743 87.43%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9737 97.37%
P-glycoprotein inhibitior + 0.7046 70.46%
P-glycoprotein substrate - 0.8095 80.95%
CYP3A4 substrate - 0.5101 51.01%
CYP2C9 substrate - 0.7861 78.61%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition + 0.7074 70.74%
CYP2C9 inhibition + 0.7377 73.77%
CYP2C19 inhibition + 0.7276 72.76%
CYP2D6 inhibition - 0.7594 75.94%
CYP1A2 inhibition + 0.8217 82.17%
CYP2C8 inhibition + 0.6156 61.56%
CYP inhibitory promiscuity + 0.7372 73.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7962 79.62%
Carcinogenicity (trinary) Non-required 0.7528 75.28%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.7014 70.14%
Skin irritation - 0.7704 77.04%
Skin corrosion - 0.9145 91.45%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8333 83.33%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.5509 55.09%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.8686 86.86%
Acute Oral Toxicity (c) III 0.5839 58.39%
Estrogen receptor binding + 0.9519 95.19%
Androgen receptor binding + 0.7950 79.50%
Thyroid receptor binding + 0.6649 66.49%
Glucocorticoid receptor binding + 0.8700 87.00%
Aromatase binding + 0.7624 76.24%
PPAR gamma + 0.9364 93.64%
Honey bee toxicity - 0.9145 91.45%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 98.97% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.62% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.23% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.76% 96.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.81% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.62% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.83% 99.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.04% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.63% 96.09%
CHEMBL4208 P20618 Proteasome component C5 81.11% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.48% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.15% 90.17%

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.
Helichrysum umbraculigerum

Cross-Links

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PubChem 74819230
LOTUS LTS0051715
wikiData Q105381559