4-[2-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl]-5-methoxybenzene-1,3-diol

Details

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Internal ID c5aa9842-83db-4942-a674-efc0fd79b91b
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
IUPAC Name 4-[2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl]-5-methoxybenzene-1,3-diol
SMILES (Canonical) COC1=CC(=CC(=C1CC(CC2=CC(=C(C=C2)O)OC)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1CC(CC2=CC(=C(C=C2)O)OC)O)O)O
InChI InChI=1S/C17H20O6/c1-22-16-9-12(19)8-15(21)13(16)7-11(18)5-10-3-4-14(20)17(6-10)23-2/h3-4,6,8-9,11,18-21H,5,7H2,1-2H3
InChI Key NFEPMBMLMVYLAD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O6
Molecular Weight 320.30 g/mol
Exact Mass 320.12598835 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[2-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl]-5-methoxybenzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9507 95.07%
Caco-2 + 0.7345 73.45%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6709 67.09%
OATP2B1 inhibitior - 0.8549 85.49%
OATP1B1 inhibitior + 0.8938 89.38%
OATP1B3 inhibitior + 0.8847 88.47%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7596 75.96%
P-glycoprotein inhibitior - 0.7307 73.07%
P-glycoprotein substrate - 0.8194 81.94%
CYP3A4 substrate - 0.5618 56.18%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate + 0.5082 50.82%
CYP3A4 inhibition - 0.8164 81.64%
CYP2C9 inhibition - 0.8109 81.09%
CYP2C19 inhibition - 0.5799 57.99%
CYP2D6 inhibition - 0.8027 80.27%
CYP1A2 inhibition - 0.5120 51.20%
CYP2C8 inhibition + 0.8532 85.32%
CYP inhibitory promiscuity - 0.5116 51.16%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6953 69.53%
Eye corrosion - 0.9802 98.02%
Eye irritation - 0.5652 56.52%
Skin irritation - 0.7645 76.45%
Skin corrosion - 0.8870 88.70%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7696 76.96%
Micronuclear + 0.5277 52.77%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.6613 66.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8225 82.25%
Acute Oral Toxicity (c) III 0.8040 80.40%
Estrogen receptor binding + 0.8100 81.00%
Androgen receptor binding + 0.6213 62.13%
Thyroid receptor binding + 0.7518 75.18%
Glucocorticoid receptor binding + 0.6822 68.22%
Aromatase binding + 0.6364 63.64%
PPAR gamma - 0.5913 59.13%
Honey bee toxicity - 0.8936 89.36%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8421 84.21%

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 97.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.27% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.33% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.47% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.11% 91.11%
CHEMBL1255126 O15151 Protein Mdm4 89.85% 90.20%
CHEMBL2535 P11166 Glucose transporter 89.21% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.16% 94.45%
CHEMBL4208 P20618 Proteasome component C5 88.20% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.20% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.30% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL3194 P02766 Transthyretin 80.65% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.08% 89.62%

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.
Lindera umbellata

Cross-Links

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PubChem 21633049
LOTUS LTS0203945
wikiData Q105178414