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3-[4-[(1R,2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-methoxyethoxy]-3-methoxyphenyl]propyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 68aa0227-6bb1-4f81-91b3-2f3c6395aec8
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name 3-[4-[(1R,2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-methoxyethoxy]-3-methoxyphenyl]propyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)CCCOC(=O)C=CC2=CC(=C(C=C2)O)OC)OC(C(C3=CC(=C(C=C3)O)OC)O)OC
SMILES (Isomeric) COC1=C(C=CC(=C1)CCCOC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O[C@H]([C@@H](C3=CC(=C(C=C3)O)OC)O)OC
InChI InChI=1S/C30H34O10/c1-35-25-16-20(7-11-22(25)31)9-14-28(33)39-15-5-6-19-8-13-24(27(17-19)37-3)40-30(38-4)29(34)21-10-12-23(32)26(18-21)36-2/h7-14,16-18,29-32,34H,5-6,15H2,1-4H3/b14-9+/t29-,30-/m1/s1
InChI Key BZZDMMPPOYHSMW-VMHQVLEDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H34O10
Molecular Weight 554.60 g/mol
Exact Mass 554.21519728 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[4-[(1R,2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-methoxyethoxy]-3-methoxyphenyl]propyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9738 97.38%
Caco-2 - 0.7561 75.61%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.9149 91.49%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8604 86.04%
OATP1B3 inhibitior + 0.8874 88.74%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9165 91.65%
P-glycoprotein inhibitior + 0.8833 88.33%
P-glycoprotein substrate + 0.5791 57.91%
CYP3A4 substrate + 0.6471 64.71%
CYP2C9 substrate - 0.6076 60.76%
CYP2D6 substrate - 0.8314 83.14%
CYP3A4 inhibition - 0.6057 60.57%
CYP2C9 inhibition + 0.6924 69.24%
CYP2C19 inhibition + 0.7246 72.46%
CYP2D6 inhibition - 0.8397 83.97%
CYP1A2 inhibition + 0.7294 72.94%
CYP2C8 inhibition + 0.8578 85.78%
CYP inhibitory promiscuity + 0.5102 51.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7971 79.71%
Carcinogenicity (trinary) Non-required 0.7396 73.96%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.8923 89.23%
Skin corrosion - 0.9850 98.50%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7388 73.88%
Micronuclear - 0.6649 66.49%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8910 89.10%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.8750 87.50%
Nephrotoxicity - 0.9036 90.36%
Acute Oral Toxicity (c) III 0.7436 74.36%
Estrogen receptor binding + 0.8694 86.94%
Androgen receptor binding + 0.7907 79.07%
Thyroid receptor binding + 0.7342 73.42%
Glucocorticoid receptor binding + 0.8292 82.92%
Aromatase binding + 0.6076 60.76%
PPAR gamma + 0.6772 67.72%
Honey bee toxicity - 0.7698 76.98%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9674 96.74%

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 98.33% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.32% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.46% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.33% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.11% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL3194 P02766 Transthyretin 94.36% 90.71%
CHEMBL1255126 O15151 Protein Mdm4 92.08% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.11% 94.45%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 89.41% 89.33%
CHEMBL4208 P20618 Proteasome component C5 89.22% 90.00%
CHEMBL2535 P11166 Glucose transporter 88.80% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.62% 90.71%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.69% 90.24%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.37% 89.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.33% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.43% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.30% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.81% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.14% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.72% 95.89%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.60% 92.95%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 80.45% 96.67%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.21% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.16% 89.50%

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.
Hibiscus cannabinus

Cross-Links

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PubChem 163030774
LOTUS LTS0266375
wikiData Q104950773