Pinoresinol-4'-O-[6'-O-(E)-feruloyl]-beta-D-glucopyranoside

Details

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Internal ID 7c148cae-bbf8-4182-9b16-e5a008ae9347
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C4C5COC(C5CO4)C6=CC(=C(C=C6)O)OC)OC)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C(C=C3)[C@H]4[C@@H]5CO[C@H]([C@@H]5CO4)C6=CC(=C(C=C6)O)OC)OC)O)O)O)O
InChI InChI=1S/C36H40O14/c1-43-26-12-18(4-8-23(26)37)5-11-30(39)46-17-29-31(40)32(41)33(42)36(50-29)49-25-10-7-20(14-28(25)45-3)35-22-16-47-34(21(22)15-48-35)19-6-9-24(38)27(13-19)44-2/h4-14,21-22,29,31-38,40-42H,15-17H2,1-3H3/b11-5+/t21-,22-,29-,31-,32+,33-,34+,35+,36-/m1/s1
InChI Key YJJBMEAGCOFGGM-QIWKOVHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H40O14
Molecular Weight 696.70 g/mol
Exact Mass 696.24180595 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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PINORESINOL-4'-O-[6'-O-(E)-FERULOYL]-BETA-D-GLUCOPYRANOSIDE

2D Structure

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2D Structure of Pinoresinol-4'-O-[6'-O-(E)-feruloyl]-beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7644 76.44%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7665 76.65%
OATP2B1 inhibitior + 0.7015 70.15%
OATP1B1 inhibitior + 0.8704 87.04%
OATP1B3 inhibitior + 0.9541 95.41%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8066 80.66%
P-glycoprotein inhibitior + 0.7267 72.67%
P-glycoprotein substrate - 0.7154 71.54%
CYP3A4 substrate + 0.6466 64.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.8347 83.47%
CYP2C9 inhibition - 0.8402 84.02%
CYP2C19 inhibition - 0.6966 69.66%
CYP2D6 inhibition - 0.9012 90.12%
CYP1A2 inhibition - 0.8891 88.91%
CYP2C8 inhibition + 0.7594 75.94%
CYP inhibitory promiscuity + 0.5395 53.95%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5819 58.19%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9150 91.50%
Skin irritation - 0.8395 83.95%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7784 77.84%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8463 84.63%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9755 97.55%
Acute Oral Toxicity (c) III 0.5787 57.87%
Estrogen receptor binding + 0.7963 79.63%
Androgen receptor binding + 0.6837 68.37%
Thyroid receptor binding + 0.5870 58.70%
Glucocorticoid receptor binding + 0.7271 72.71%
Aromatase binding + 0.5266 52.66%
PPAR gamma + 0.6908 69.08%
Honey bee toxicity - 0.8095 80.95%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9845 98.45%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 97.42% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.23% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.21% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.94% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.38% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.78% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.32% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.75% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.58% 92.94%
CHEMBL3194 P02766 Transthyretin 87.26% 90.71%
CHEMBL2581 P07339 Cathepsin D 85.22% 98.95%
CHEMBL2535 P11166 Glucose transporter 85.00% 98.75%
CHEMBL4208 P20618 Proteasome component C5 84.68% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 83.47% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.05% 85.14%
CHEMBL5028 O14672 ADAM10 82.06% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.22% 92.62%

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.
Brucea javanica

Cross-Links

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PubChem 17755816
LOTUS LTS0210885
wikiData Q105349301