3-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-5-methoxy-2,6-bis(3-methylbut-2-enyl)phenolate

Details

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Internal ID 8fc6f5b2-63de-40b1-9b3e-4819a92bb30c
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
IUPAC Name 3-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-5-methoxy-2,6-bis(3-methylbut-2-enyl)phenolate
SMILES (Canonical) CC(=CCC1=C(C(=C(C(=C1[O-])CC=C(C)C)OC)C(=O)C=CC2=CC=C(C=C2)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=C(C(=C1[O-])CC=C(C)C)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C
InChI InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/p-1/b15-10+
InChI Key HOTYOZVURUOVTK-XNTDXEJSSA-M
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H29O5-
Molecular Weight 421.50 g/mol
Exact Mass 421.20149902 g/mol
Topological Polar Surface Area (TPSA) 89.80 Ų
XlogP 7.60
Atomic LogP (AlogP) 5.09
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-5-methoxy-2,6-bis(3-methylbut-2-enyl)phenolate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.6009 60.09%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8341 83.41%
OATP2B1 inhibitior - 0.5711 57.11%
OATP1B1 inhibitior + 0.8200 82.00%
OATP1B3 inhibitior + 0.8760 87.60%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9087 90.87%
P-glycoprotein inhibitior + 0.8105 81.05%
P-glycoprotein substrate - 0.7118 71.18%
CYP3A4 substrate + 0.5381 53.81%
CYP2C9 substrate - 0.7905 79.05%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.8445 84.45%
CYP2C9 inhibition + 0.6872 68.72%
CYP2C19 inhibition + 0.8693 86.93%
CYP2D6 inhibition - 0.7323 73.23%
CYP1A2 inhibition + 0.6842 68.42%
CYP2C8 inhibition + 0.6612 66.12%
CYP inhibitory promiscuity + 0.7615 76.15%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7349 73.49%
Carcinogenicity (trinary) Non-required 0.7401 74.01%
Eye corrosion - 0.9897 98.97%
Eye irritation + 0.6159 61.59%
Skin irritation - 0.8252 82.52%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8111 81.11%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5157 51.57%
skin sensitisation - 0.7421 74.21%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7944 79.44%
Acute Oral Toxicity (c) III 0.6758 67.58%
Estrogen receptor binding + 0.9328 93.28%
Androgen receptor binding + 0.8002 80.02%
Thyroid receptor binding + 0.6695 66.95%
Glucocorticoid receptor binding + 0.8768 87.68%
Aromatase binding + 0.7488 74.88%
PPAR gamma + 0.9034 90.34%
Honey bee toxicity - 0.8593 85.93%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6655 66.55%
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 96.77% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.32% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.78% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.24% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.23% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.28% 99.17%
CHEMBL2581 P07339 Cathepsin D 86.74% 98.95%
CHEMBL3194 P02766 Transthyretin 84.50% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 83.35% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.18% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.90% 96.95%
CHEMBL4208 P20618 Proteasome component C5 82.81% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.89% 91.71%

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.
Humulus lupulus

Cross-Links

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PubChem 25244416
NPASS NPC1485