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(E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-en-1-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 428aa9f5-f095-4e1e-a8b0-8efe9daba041
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-en-1-one
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H42O20/c34-9-18-22(39)25(42)28(45)31(51-18)48-11-20-24(41)27(44)29(46)32(53-20)49-14-7-16(38)21(15(37)6-3-12-1-4-13(36)5-2-12)17(8-14)50-33-30(47)26(43)23(40)19(10-35)52-33/h1-8,18-20,22-36,38-47H,9-11H2/b6-3+/t18-,19-,20-,22-,23-,24-,25+,26+,27+,28-,29-,30-,31-,32-,33-/m1/s1
InChI Key VTFGBUPKGZVIHW-LLXNIRLZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H42O20
Molecular Weight 758.70 g/mol
Exact Mass 758.22694372 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -4.82
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7592 75.92%
Caco-2 - 0.9020 90.20%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5911 59.11%
OATP2B1 inhibitior - 0.8498 84.98%
OATP1B1 inhibitior + 0.9243 92.43%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8391 83.91%
P-glycoprotein inhibitior - 0.4554 45.54%
P-glycoprotein substrate - 0.7868 78.68%
CYP3A4 substrate + 0.5792 57.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.9018 90.18%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.9443 94.43%
CYP2C8 inhibition + 0.7299 72.99%
CYP inhibitory promiscuity - 0.7050 70.50%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6943 69.43%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7705 77.05%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.7982 79.82%
Respiratory toxicity - 0.7667 76.67%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6194 61.94%
Acute Oral Toxicity (c) III 0.5984 59.84%
Estrogen receptor binding + 0.7888 78.88%
Androgen receptor binding - 0.5098 50.98%
Thyroid receptor binding - 0.4898 48.98%
Glucocorticoid receptor binding - 0.6231 62.31%
Aromatase binding - 0.4892 48.92%
PPAR gamma + 0.7311 73.11%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8644 86.44%

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 99.19% 91.11%
CHEMBL3194 P02766 Transthyretin 96.32% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.18% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.84% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.53% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.18% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.88% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.65% 91.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.63% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.46% 95.56%
CHEMBL4208 P20618 Proteasome component C5 84.37% 90.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.17% 89.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.51% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.39% 86.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.52% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.12% 99.15%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.05% 85.00%

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.
Asarum canadense

Cross-Links

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PubChem 163076612
LOTUS LTS0241142
wikiData Q82881009