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(2R,3R,4S,5S,6R)-2-[[(2S,3S)-2-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 581f8c96-a41e-48ae-8b4b-686a1dc2cf3b
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2S,3S)-2-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC2=C1OC(C2COC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C(=C4)OC)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC)CCCO
SMILES (Isomeric) COC1=CC(=CC2=C1O[C@@H]([C@@H]2CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C(=C4)OC)O[C@@H](CO)[C@@H](C5=CC(=C(C=C5)O)OC)O)OC)CCCO
InChI InChI=1S/C37H48O16/c1-46-24-12-19(7-8-23(24)41)30(42)28(15-39)51-36-26(48-3)13-20(14-27(36)49-4)34-22(17-50-37-33(45)32(44)31(43)29(16-40)52-37)21-10-18(6-5-9-38)11-25(47-2)35(21)53-34/h7-8,10-14,22,28-34,37-45H,5-6,9,15-17H2,1-4H3/t22-,28+,29-,30-,31-,32+,33-,34-,37-/m1/s1
InChI Key NLDGSHLJCGHSMC-IZPLGQCGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H48O16
Molecular Weight 748.80 g/mol
Exact Mass 748.29423544 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(2S,3S)-2-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5447 54.47%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6493 64.93%
OATP2B1 inhibitior - 0.5820 58.20%
OATP1B1 inhibitior + 0.8051 80.51%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7675 76.75%
P-glycoprotein inhibitior + 0.6811 68.11%
P-glycoprotein substrate + 0.6240 62.40%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7492 74.92%
CYP3A4 inhibition - 0.9385 93.85%
CYP2C9 inhibition - 0.8482 84.82%
CYP2C19 inhibition - 0.8708 87.08%
CYP2D6 inhibition - 0.8984 89.84%
CYP1A2 inhibition - 0.8431 84.31%
CYP2C8 inhibition + 0.8050 80.50%
CYP inhibitory promiscuity - 0.7137 71.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5736 57.36%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.8226 82.26%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8110 81.10%
Micronuclear - 0.5341 53.41%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8981 89.81%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8672 86.72%
Acute Oral Toxicity (c) III 0.7076 70.76%
Estrogen receptor binding + 0.8040 80.40%
Androgen receptor binding + 0.6547 65.47%
Thyroid receptor binding + 0.5669 56.69%
Glucocorticoid receptor binding + 0.6836 68.36%
Aromatase binding + 0.5932 59.32%
PPAR gamma + 0.6605 66.05%
Honey bee toxicity - 0.7552 75.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.4925 49.25%

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 99.34% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.08% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.54% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.38% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.43% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 90.23% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.59% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.46% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.40% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.94% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.83% 86.33%
CHEMBL2535 P11166 Glucose transporter 85.77% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.58% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 84.03% 93.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.01% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.82% 96.61%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.41% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.80% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.52% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.12% 95.83%

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.
Alangium premnifolium

Cross-Links

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PubChem 162899230
LOTUS LTS0042678
wikiData Q105181284