3-[4-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enal

Details

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Internal ID 7829519d-7ee3-4f74-bd35-012265d21630
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enal
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC=O)OC(CO)C(C2=CC(=C(C=C2)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC=O)OC(CO)C(C2=CC(=C(C=C2)O)OC)O
InChI InChI=1S/C20H22O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-11,19-20,22-24H,12H2,1-2H3
InChI Key LWLOALZBDOVWAE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O7
Molecular Weight 374.40 g/mol
Exact Mass 374.13655304 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[4-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9704 97.04%
Caco-2 - 0.5364 53.64%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7272 72.72%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8797 87.97%
OATP1B3 inhibitior + 0.9517 95.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8838 88.38%
BSEP inhibitior + 0.6277 62.77%
P-glycoprotein inhibitior + 0.7374 73.74%
P-glycoprotein substrate - 0.6436 64.36%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.7921 79.21%
CYP3A4 inhibition + 0.6038 60.38%
CYP2C9 inhibition - 0.6558 65.58%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8463 84.63%
CYP1A2 inhibition + 0.7864 78.64%
CYP2C8 inhibition - 0.6472 64.72%
CYP inhibitory promiscuity + 0.6114 61.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8950 89.50%
Carcinogenicity (trinary) Non-required 0.8120 81.20%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.8213 82.13%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3652 36.52%
Micronuclear + 0.5018 50.18%
Hepatotoxicity - 0.6446 64.46%
skin sensitisation - 0.6310 63.10%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9080 90.80%
Acute Oral Toxicity (c) III 0.7396 73.96%
Estrogen receptor binding + 0.7195 71.95%
Androgen receptor binding + 0.6886 68.86%
Thyroid receptor binding + 0.7199 71.99%
Glucocorticoid receptor binding + 0.6498 64.98%
Aromatase binding - 0.5793 57.93%
PPAR gamma - 0.5826 58.26%
Honey bee toxicity - 0.8966 89.66%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9187 91.87%

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 98.21% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.52% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.39% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.34% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.03% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.70% 89.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.69% 91.11%
CHEMBL4208 P20618 Proteasome component C5 90.59% 90.00%
CHEMBL1255126 O15151 Protein Mdm4 89.08% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.09% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.10% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.20% 89.00%
CHEMBL3194 P02766 Transthyretin 86.02% 90.71%
CHEMBL2535 P11166 Glucose transporter 83.78% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.24% 94.45%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.24% 90.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.66% 86.92%

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.
Anastatica hierochuntica
Eucommia ulmoides
Lonicera morrowii
Mallotus nudiflorus
Torreya fargesii var. yunnanensis
Zanthoxylum simulans

Cross-Links

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PubChem 73805566
LOTUS LTS0160965
wikiData Q105158382