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[(2R)-3,4,5-trihydroxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2H-chromen-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 7c3bf9cb-33ac-4033-bfe8-3c01fd96b93a
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name [(2R)-3,4,5-trihydroxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2H-chromen-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(=C(C3=C(O2)C=CC(=C3O)OCC4C(CC5=CC(=C(C(=C5C4C6=CC(=C(C(=C6)OC)O)OC)OC)O)OC)CO)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2C(=C(C3=C(O2)C=CC(=C3O)OC[C@H]4[C@@H](CC5=CC(=C(C(=C5[C@@H]4C6=CC(=C(C(=C6)OC)O)OC)OC)O)OC)CO)O)O
InChI InChI=1S/C43H46O17/c1-52-27-11-20(12-28(53-2)37(27)46)7-10-33(45)59-19-32-40(49)42(51)36-25(60-32)8-9-26(39(36)48)58-18-24-23(17-44)13-21-14-31(56-5)41(50)43(57-6)35(21)34(24)22-15-29(54-3)38(47)30(16-22)55-4/h7-12,14-16,23-24,32,34,44,46-51H,13,17-19H2,1-6H3/b10-7+/t23-,24-,32+,34+/m0/s1
InChI Key VYFPCHKFXMRDME-JNCBYAFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H46O17
Molecular Weight 834.80 g/mol
Exact Mass 834.27349999 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.35
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R)-3,4,5-trihydroxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2H-chromen-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 + 0.7036 70.36%
Caco-2 - 0.8586 85.86%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6404 64.04%
OATP2B1 inhibitior - 0.5687 56.87%
OATP1B1 inhibitior + 0.8420 84.20%
OATP1B3 inhibitior + 0.9605 96.05%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9241 92.41%
P-glycoprotein inhibitior + 0.7731 77.31%
P-glycoprotein substrate + 0.5776 57.76%
CYP3A4 substrate + 0.6821 68.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8267 82.67%
CYP3A4 inhibition - 0.8921 89.21%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.7507 75.07%
CYP2D6 inhibition - 0.9061 90.61%
CYP1A2 inhibition - 0.7509 75.09%
CYP2C8 inhibition + 0.8259 82.59%
CYP inhibitory promiscuity - 0.5185 51.85%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6926 69.26%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.8303 83.03%
Skin corrosion - 0.9568 95.68%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7796 77.96%
Micronuclear + 0.6059 60.59%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9503 95.03%
Acute Oral Toxicity (c) III 0.5842 58.42%
Estrogen receptor binding + 0.8292 82.92%
Androgen receptor binding + 0.7776 77.76%
Thyroid receptor binding + 0.5477 54.77%
Glucocorticoid receptor binding + 0.7270 72.70%
Aromatase binding + 0.6663 66.63%
PPAR gamma + 0.7324 73.24%
Honey bee toxicity - 0.7449 74.49%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9580 95.80%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.73% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.79% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.20% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.44% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.94% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.73% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.32% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.97% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.77% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.74% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.91% 89.05%
CHEMBL1951 P21397 Monoamine oxidase A 83.84% 91.49%
CHEMBL3194 P02766 Transthyretin 83.62% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.63% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.50% 92.94%
CHEMBL2535 P11166 Glucose transporter 82.46% 98.75%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 82.25% 92.38%
CHEMBL340 P08684 Cytochrome P450 3A4 82.13% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.78% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.65% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.54% 92.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.23% 89.67%

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.
Zanthoxylum rhetsa

Cross-Links

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PubChem 101634853
LOTUS LTS0177831
wikiData Q104402072