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(3R,4R)-4-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

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 8368f38f-25b0-408b-abbd-59102e65275c
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name (3R,4R)-4-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H34O10/c1-37-25-11-16(4-6-23(25)32)9-20-19(15-40-30(20)36)8-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,28,31-35H,8-9,14-15H2,1-3H3/t19-,20+,22-,28-/m0/s1
InChI Key BWOAMGHNXHLWMX-MIWLPPLTSA-N
Popularity 2 references 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) 155.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-4-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7651 76.51%
Caco-2 - 0.8142 81.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7753 77.53%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8535 85.35%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8601 86.01%
P-glycoprotein inhibitior + 0.7934 79.34%
P-glycoprotein substrate + 0.5682 56.82%
CYP3A4 substrate + 0.6166 61.66%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7524 75.24%
CYP3A4 inhibition + 0.7040 70.40%
CYP2C9 inhibition + 0.5370 53.70%
CYP2C19 inhibition + 0.5657 56.57%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.5297 52.97%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.7949 79.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6691 66.91%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9220 92.20%
Skin irritation - 0.8552 85.52%
Skin corrosion - 0.9683 96.83%
Ames mutagenesis - 0.5978 59.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8893 88.93%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8931 89.31%
Acute Oral Toxicity (c) III 0.6141 61.41%
Estrogen receptor binding + 0.8496 84.96%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.6036 60.36%
Glucocorticoid receptor binding + 0.6830 68.30%
Aromatase binding - 0.5864 58.64%
PPAR gamma - 0.5225 52.25%
Honey bee toxicity - 0.7727 77.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9756 97.56%

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 99.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.10% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.88% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.71% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.65% 92.62%
CHEMBL204 P00734 Thrombin 92.41% 96.01%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.44% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.40% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.12% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 89.70% 83.82%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.26% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.23% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.14% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 85.17% 90.20%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.72% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.93% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.92% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.77% 90.71%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.73% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.56% 96.61%
CHEMBL1978 P11511 Cytochrome P450 19A1 81.22% 91.76%
CHEMBL2535 P11166 Glucose transporter 81.11% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.06% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.49% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.44% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.41% 92.88%
CHEMBL3401 O75469 Pregnane X receptor 80.01% 94.73%

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.
Arctium lappa

Cross-Links

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PubChem 154496871
LOTUS LTS0151056
wikiData Q104947408