2-Hydroxy-4-methoxy-3-(3-methylbutyl)-6-(2-phenylethyl)benzoic acid

Details

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Internal ID 45994470-4de7-4d4d-9b9b-8192419847a9
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 2-hydroxy-4-methoxy-3-(3-methylbutyl)-6-(2-phenylethyl)benzoic acid
SMILES (Canonical) CC(C)CCC1=C(C=C(C(=C1O)C(=O)O)CCC2=CC=CC=C2)OC
SMILES (Isomeric) CC(C)CCC1=C(C=C(C(=C1O)C(=O)O)CCC2=CC=CC=C2)OC
InChI InChI=1S/C21H26O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-8,13-14,22H,9-12H2,1-3H3,(H,23,24)
InChI Key MEHAVUPWRLUIQY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H26O4
Molecular Weight 342.40 g/mol
Exact Mass 342.18310931 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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CHEMBL4777946
YFE

2D Structure

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2D Structure of 2-Hydroxy-4-methoxy-3-(3-methylbutyl)-6-(2-phenylethyl)benzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9553 95.53%
Caco-2 + 0.7369 73.69%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8655 86.55%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.8377 83.77%
OATP1B3 inhibitior + 0.8145 81.45%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8663 86.63%
P-glycoprotein inhibitior + 0.7518 75.18%
P-glycoprotein substrate + 0.5143 51.43%
CYP3A4 substrate + 0.5330 53.30%
CYP2C9 substrate - 0.6243 62.43%
CYP2D6 substrate - 0.8781 87.81%
CYP3A4 inhibition - 0.6541 65.41%
CYP2C9 inhibition + 0.7878 78.78%
CYP2C19 inhibition + 0.5117 51.17%
CYP2D6 inhibition - 0.8195 81.95%
CYP1A2 inhibition + 0.6607 66.07%
CYP2C8 inhibition + 0.5835 58.35%
CYP inhibitory promiscuity + 0.5101 51.01%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.7834 78.34%
Carcinogenicity (trinary) Non-required 0.7320 73.20%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.5382 53.82%
Skin irritation - 0.7944 79.44%
Skin corrosion - 0.9228 92.28%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6487 64.87%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.5109 51.09%
skin sensitisation - 0.8518 85.18%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7962 79.62%
Acute Oral Toxicity (c) III 0.5594 55.94%
Estrogen receptor binding + 0.7367 73.67%
Androgen receptor binding + 0.6243 62.43%
Thyroid receptor binding + 0.5718 57.18%
Glucocorticoid receptor binding + 0.7168 71.68%
Aromatase binding - 0.5282 52.82%
PPAR gamma + 0.8874 88.74%
Honey bee toxicity - 0.8635 86.35%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9959 99.59%

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
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.56% 91.11%
CHEMBL1255126 O15151 Protein Mdm4 94.57% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.08% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.89% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.33% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.83% 99.17%
CHEMBL2535 P11166 Glucose transporter 90.78% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.81% 95.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.38% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 85.65% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.04% 94.45%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 84.80% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.55% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.14% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.78% 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.
Amorpha fruticosa

Cross-Links

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PubChem 10132170
LOTUS LTS0244364
wikiData Q105162230