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(3R,4R)-4-[[3-[(1S,2R)-1,3-dihydroxy-1-[4-hydroxy-3-(hydroxymethyl)phenyl]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 64f8b34f-d11f-4b22-941d-a4423837ae4c
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name (3R,4R)-4-[[3-[(1S,2R)-1,3-dihydroxy-1-[4-hydroxy-3-(hydroxymethyl)phenyl]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/c1-38-26-10-16(3-5-25(26)34)8-21-20(15-40-30(21)37)7-17-9-22(29(36)27(11-17)39-2)23(14-32)28(35)18-4-6-24(33)19(12-18)13-31/h3-6,9-12,20-21,23,28,31-36H,7-8,13-15H2,1-2H3/t20-,21+,23-,28+/m0/s1
InChI Key ZYOJOPBUBPCEAV-LYZVBOMBSA-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) 166.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 10
H-Bond Donor 6
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-[(1S,2R)-1,3-dihydroxy-1-[4-hydroxy-3-(hydroxymethyl)phenyl]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 + 0.7653 76.53%
Caco-2 - 0.8323 83.23%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7910 79.10%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8582 85.82%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8932 89.32%
P-glycoprotein inhibitior + 0.7927 79.27%
P-glycoprotein substrate + 0.5934 59.34%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7524 75.24%
CYP3A4 inhibition + 0.6623 66.23%
CYP2C9 inhibition + 0.5242 52.42%
CYP2C19 inhibition + 0.5747 57.47%
CYP2D6 inhibition - 0.8857 88.57%
CYP1A2 inhibition - 0.5535 55.35%
CYP2C8 inhibition + 0.5309 53.09%
CYP inhibitory promiscuity + 0.8063 80.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6884 68.84%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.8419 84.19%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis - 0.5278 52.78%
Human Ether-a-go-go-Related Gene inhibition + 0.9007 90.07%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8440 84.40%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8893 88.93%
Acute Oral Toxicity (c) III 0.6431 64.31%
Estrogen receptor binding + 0.8523 85.23%
Androgen receptor binding + 0.7546 75.46%
Thyroid receptor binding + 0.5549 55.49%
Glucocorticoid receptor binding + 0.6388 63.88%
Aromatase binding - 0.5975 59.75%
PPAR gamma - 0.5163 51.63%
Honey bee toxicity - 0.7317 73.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9753 97.53%

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 99.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.10% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.30% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 97.06% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.78% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.50% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.56% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.15% 99.15%
CHEMBL1255126 O15151 Protein Mdm4 90.59% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.57% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.92% 96.61%
CHEMBL204 P00734 Thrombin 89.90% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.24% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 86.46% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.27% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.64% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.59% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.69% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.64% 97.25%
CHEMBL1978 P11511 Cytochrome P450 19A1 84.54% 91.76%
CHEMBL210 P07550 Beta-2 adrenergic receptor 84.27% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 83.53% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.72% 96.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.35% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.26% 97.14%
CHEMBL2535 P11166 Glucose transporter 82.05% 98.75%

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 163033765
LOTUS LTS0196071
wikiData Q105386305