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(1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2R,3R,4R,5R)-5-[4-[(1R,2S)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol

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 4326b593-7718-4690-ab32-93411bf2e74d
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name (1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2R,3R,4R,5R)-5-[4-[(1R,2S)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol
SMILES (Canonical) CC1C(C(OC1C2=CC(=C(C=C2)OC(C)C(C3=CC4=C(C=C3)OCO4)O)OC)C5=CC(=C(C=C5)OC(C)C(C6=CC(=C(C=C6)OC)OC)O)OC)C
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](O[C@H]1C2=CC(=C(C=C2)O[C@H](C)[C@@H](C3=CC4=C(C=C3)OCO4)O)OC)C5=CC(=C(C=C5)O[C@@H](C)[C@@H](C6=CC(=C(C=C6)OC)OC)O)OC)C
InChI InChI=1S/C41H48O11/c1-22-23(2)41(29-12-16-33(36(20-29)47-8)51-25(4)39(43)27-10-14-31-37(18-27)49-21-48-31)52-40(22)28-11-15-32(35(19-28)46-7)50-24(3)38(42)26-9-13-30(44-5)34(17-26)45-6/h9-20,22-25,38-43H,21H2,1-8H3/t22-,23-,24+,25-,38+,39+,40-,41-/m1/s1
InChI Key GSWZMFDCPMPHDL-HXGHMFSTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H48O11
Molecular Weight 716.80 g/mol
Exact Mass 716.31966234 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.54
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2R,3R,4R,5R)-5-[4-[(1R,2S)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9762 97.62%
Caco-2 - 0.8267 82.67%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7929 79.29%
OATP2B1 inhibitior + 0.5731 57.31%
OATP1B1 inhibitior + 0.8954 89.54%
OATP1B3 inhibitior + 0.8588 85.88%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9809 98.09%
P-glycoprotein inhibitior + 0.8114 81.14%
P-glycoprotein substrate - 0.6202 62.02%
CYP3A4 substrate + 0.5443 54.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6666 66.66%
CYP3A4 inhibition + 0.7369 73.69%
CYP2C9 inhibition + 0.9121 91.21%
CYP2C19 inhibition + 0.8505 85.05%
CYP2D6 inhibition + 0.5308 53.08%
CYP1A2 inhibition + 0.5176 51.76%
CYP2C8 inhibition - 0.8241 82.41%
CYP inhibitory promiscuity + 0.9227 92.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9308 93.08%
Carcinogenicity (trinary) Non-required 0.3623 36.23%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.7975 79.75%
Skin corrosion - 0.9671 96.71%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7111 71.11%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6923 69.23%
Acute Oral Toxicity (c) III 0.6757 67.57%
Estrogen receptor binding + 0.8001 80.01%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.6153 61.53%
Glucocorticoid receptor binding + 0.7586 75.86%
Aromatase binding + 0.6067 60.67%
PPAR gamma + 0.7523 75.23%
Honey bee toxicity - 0.7870 78.70%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9545 95.45%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.61% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.98% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.37% 98.95%
CHEMBL4208 P20618 Proteasome component C5 91.81% 90.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.67% 89.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.73% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.13% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.67% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.90% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.73% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.59% 94.45%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 88.43% 96.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.11% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.74% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.23% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.04% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.50% 92.62%
CHEMBL2535 P11166 Glucose transporter 84.32% 98.75%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.93% 82.67%
CHEMBL3401 O75469 Pregnane X receptor 82.10% 94.73%
CHEMBL3438 Q05513 Protein kinase C zeta 81.35% 88.48%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.25% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.68% 89.00%

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 163008542
LOTUS LTS0246675
wikiData Q105018100