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[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

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 b783230c-3b4d-4d22-b7e4-10a16048439d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)CO)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)CO)O)O
InChI InChI=1S/C38H40O20/c1-51-21-9-15(10-22(52-2)27(21)45)3-8-25(44)56-35-31(49)28(46)23(13-39)54-37(35)58-36-32(50)29(47)24(14-40)55-38(36)57-34-30(48)26-19(43)11-18(42)12-20(26)53-33(34)16-4-6-17(41)7-5-16/h3-12,23-24,28-29,31-32,35-43,45-47,49-50H,13-14H2,1-2H3/b8-3+/t23-,24-,28-,29-,31+,32+,35-,36-,37+,38+/m1/s1
InChI Key QOETTXDNELUNKC-XUJCJBAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H40O20
Molecular Weight 816.70 g/mol
Exact Mass 816.21129366 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.43
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5340 53.40%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5166 51.66%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.8382 83.82%
OATP1B3 inhibitior + 0.9824 98.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6468 64.68%
P-glycoprotein inhibitior + 0.7005 70.05%
P-glycoprotein substrate + 0.6272 62.72%
CYP3A4 substrate + 0.6969 69.69%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.9031 90.31%
CYP2C9 inhibition - 0.8732 87.32%
CYP2C19 inhibition - 0.8905 89.05%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.8902 89.02%
CYP inhibitory promiscuity - 0.7496 74.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.8436 84.36%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4121 41.21%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8927 89.27%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9516 95.16%
Acute Oral Toxicity (c) III 0.6240 62.40%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.6713 67.13%
Thyroid receptor binding + 0.5232 52.32%
Glucocorticoid receptor binding + 0.6184 61.84%
Aromatase binding + 0.5812 58.12%
PPAR gamma + 0.7130 71.30%
Honey bee toxicity - 0.6870 68.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8986 89.86%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.92% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.10% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.95% 95.64%
CHEMBL3194 P02766 Transthyretin 95.58% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.14% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.58% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.39% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.86% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.80% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.66% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.59% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.45% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.91% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.73% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.61% 85.14%

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.
Brassica napus

Cross-Links

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PubChem 163193654
LOTUS LTS0068023
wikiData Q105224847