PlantaeDB Logo
Login Sign-up

(2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-6-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide

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

Top
Internal ID f76937d5-82a7-4b4f-9a63-cb9d9f7ad5cc
Taxonomy Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
IUPAC Name (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-6-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
SMILES (Canonical) COC1=CC(=CC(=C1)O)C2C(OC3=C(O2)C=CC(=C3)C=CC(=O)NCCC4=CC=C(C=C4)O)C(=O)NCCC5=CC=C(C=C5)O
SMILES (Isomeric) COC1=CC(=CC(=C1)O)[C@@H]2[C@H](OC3=C(O2)C=CC(=C3)C=CC(=O)NCCC4=CC=C(C=C4)O)C(=O)NCCC5=CC=C(C=C5)O
InChI InChI=1S/C35H34N2O8/c1-43-29-20-25(19-28(40)21-29)33-34(35(42)37-17-15-23-4-10-27(39)11-5-23)45-31-18-24(6-12-30(31)44-33)7-13-32(41)36-16-14-22-2-8-26(38)9-3-22/h2-13,18-21,33-34,38-40H,14-17H2,1H3,(H,36,41)(H,37,42)/t33-,34+/m1/s1
InChI Key ABUYVRIWKJMSGL-NOCHOARKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H34N2O8
Molecular Weight 610.70 g/mol
Exact Mass 610.23151605 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-6-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9079 90.79%
Caco-2 - 0.8716 87.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7208 72.08%
OATP2B1 inhibitior + 0.7182 71.82%
OATP1B1 inhibitior + 0.8432 84.32%
OATP1B3 inhibitior + 0.9496 94.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8361 83.61%
BSEP inhibitior + 0.9854 98.54%
P-glycoprotein inhibitior + 0.8357 83.57%
P-glycoprotein substrate + 0.6381 63.81%
CYP3A4 substrate + 0.6552 65.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7836 78.36%
CYP3A4 inhibition + 0.7536 75.36%
CYP2C9 inhibition + 0.5393 53.93%
CYP2C19 inhibition - 0.6126 61.26%
CYP2D6 inhibition - 0.8382 83.82%
CYP1A2 inhibition - 0.7226 72.26%
CYP2C8 inhibition + 0.8897 88.97%
CYP inhibitory promiscuity - 0.5997 59.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6392 63.92%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9337 93.37%
Skin irritation - 0.7973 79.73%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7529 75.29%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.6782 67.82%
skin sensitisation - 0.8948 89.48%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9073 90.73%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7093 70.93%
Androgen receptor binding + 0.8568 85.68%
Thyroid receptor binding + 0.5485 54.85%
Glucocorticoid receptor binding + 0.6502 65.02%
Aromatase binding - 0.6066 60.66%
PPAR gamma + 0.7226 72.26%
Honey bee toxicity - 0.7632 76.32%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity - 0.7004 70.04%

Targets

Top

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 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.68% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.60% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.35% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.85% 95.50%
CHEMBL233 P35372 Mu opioid receptor 91.98% 97.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.89% 96.00%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 89.63% 96.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 89.05% 89.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.65% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.96% 95.89%
CHEMBL2535 P11166 Glucose transporter 86.33% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.42% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.35% 96.95%
CHEMBL4208 P20618 Proteasome component C5 84.06% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.21% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%

Plants that contains it

Top
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.
Lycium chinense

Cross-Links

Top
PubChem 162863859
LOTUS LTS0155100
wikiData Q104908885