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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-methoxyphenyl)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 15845864-a934-4cb6-bc6c-2dc66887cecb
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-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)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)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/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)O
InChI InChI=1S/C37H38O19/c1-50-21-10-15(2-8-19(21)42)3-9-25(44)54-34-30(48)27(45)23(13-38)52-36(34)56-35-31(49)28(46)24(14-39)53-37(35)55-33-29(47)26-20(43)11-18(41)12-22(26)51-32(33)16-4-6-17(40)7-5-16/h2-12,23-24,27-28,30-31,34-43,45-46,48-49H,13-14H2,1H3/b9-3+/t23-,24-,27-,28-,30+,31+,34-,35-,36+,37+/m1/s1
InChI Key KFGIIYUDNPHGBJ-UGQSKFNOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H38O19
Molecular Weight 786.70 g/mol
Exact Mass 786.20072898 g/mol
Topological Polar Surface Area (TPSA) 301.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.44
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 11

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-methoxyphenyl)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 - 0.5206 52.06%
Caco-2 - 0.9017 90.17%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5187 51.87%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.9869 98.69%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6505 65.05%
P-glycoprotein inhibitior + 0.6642 66.42%
P-glycoprotein substrate + 0.5767 57.67%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.9297 92.97%
CYP2C9 inhibition - 0.8537 85.37%
CYP2C19 inhibition - 0.8635 86.35%
CYP2D6 inhibition - 0.9435 94.35%
CYP1A2 inhibition - 0.9248 92.48%
CYP2C8 inhibition + 0.8937 89.37%
CYP inhibitory promiscuity - 0.7541 75.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6400 64.00%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.8356 83.56%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.5265 52.65%
Human Ether-a-go-go-Related Gene inhibition - 0.3927 39.27%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9507 95.07%
Acute Oral Toxicity (c) III 0.5949 59.49%
Estrogen receptor binding + 0.8133 81.33%
Androgen receptor binding + 0.6990 69.90%
Thyroid receptor binding - 0.4898 48.98%
Glucocorticoid receptor binding + 0.5839 58.39%
Aromatase binding + 0.5799 57.99%
PPAR gamma + 0.7263 72.63%
Honey bee toxicity - 0.6913 69.13%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8772 87.72%

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 99.73% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.28% 86.33%
CHEMBL3194 P02766 Transthyretin 96.35% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.24% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.84% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.45% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.17% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.90% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.60% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 90.13% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.94% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 88.64% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.77% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.88% 86.92%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 84.94% 97.03%
CHEMBL4208 P20618 Proteasome component C5 83.92% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.71% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.40% 95.78%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.40% 94.33%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.99% 80.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.95% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 80.82% 98.35%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162932595
LOTUS LTS0018626
wikiData Q105140371