[(2R,3R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-3-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl] acetate

Details

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Internal ID 51d4b58c-862f-4635-8fbb-9228cb87f0b8
Taxonomy Lignans, neolignans and related compounds
IUPAC Name [(2R,3R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-3-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl] acetate
SMILES (Canonical) CC(=O)OCC(C(C1=CC(=C(C(=C1)OC)OC)OC)O)OC2=C(C=C(C=C2OC)CC=C)OC
SMILES (Isomeric) CC(=O)OC[C@H]([C@@H](C1=CC(=C(C(=C1)OC)OC)OC)O)OC2=C(C=C(C=C2OC)CC=C)OC
InChI InChI=1S/C25H32O9/c1-8-9-16-10-18(28-3)25(19(11-16)29-4)34-22(14-33-15(2)26)23(27)17-12-20(30-5)24(32-7)21(13-17)31-6/h8,10-13,22-23,27H,1,9,14H2,2-7H3/t22-,23-/m1/s1
InChI Key QQKYKRFSZPVBDT-DHIUTWEWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H32O9
Molecular Weight 476.50 g/mol
Exact Mass 476.20463259 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-3-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.5752 57.52%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8391 83.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8776 87.76%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9735 97.35%
P-glycoprotein inhibitior + 0.7681 76.81%
P-glycoprotein substrate - 0.7070 70.70%
CYP3A4 substrate + 0.5623 56.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7790 77.90%
CYP3A4 inhibition + 0.5626 56.26%
CYP2C9 inhibition - 0.8288 82.88%
CYP2C19 inhibition - 0.7066 70.66%
CYP2D6 inhibition - 0.9029 90.29%
CYP1A2 inhibition - 0.5731 57.31%
CYP2C8 inhibition + 0.5057 50.57%
CYP inhibitory promiscuity - 0.6854 68.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8571 85.71%
Carcinogenicity (trinary) Non-required 0.7664 76.64%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8653 86.53%
Skin irritation - 0.8180 81.80%
Skin corrosion - 0.9746 97.46%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3834 38.34%
Micronuclear - 0.5301 53.01%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.7737 77.37%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity - 0.7446 74.46%
Acute Oral Toxicity (c) III 0.5940 59.40%
Estrogen receptor binding + 0.8164 81.64%
Androgen receptor binding - 0.5646 56.46%
Thyroid receptor binding + 0.7363 73.63%
Glucocorticoid receptor binding + 0.7842 78.42%
Aromatase binding - 0.5122 51.22%
PPAR gamma + 0.5646 56.46%
Honey bee toxicity - 0.7672 76.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9950 99.50%

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 98.84% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.73% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.63% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.10% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.38% 89.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.03% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.63% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.31% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 86.62% 90.20%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.56% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.48% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.45% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 83.40% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.53% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.99% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 80.92% 94.73%
CHEMBL2535 P11166 Glucose transporter 80.71% 98.75%
CHEMBL4208 P20618 Proteasome component C5 80.63% 90.00%

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.
Saururus chinensis

Cross-Links

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PubChem 76317428
LOTUS LTS0217692
wikiData Q105225910