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[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 84478903-24bd-4e87-b88d-0fd6e0dec9be
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)O)O
InChI InChI=1S/C31H28O13/c1-40-22-8-5-16(10-19(22)33)23-13-21(35)27-20(34)11-18(12-24(27)43-23)42-31-30(39)29(38)28(37)25(44-31)14-41-26(36)9-4-15-2-6-17(32)7-3-15/h2-13,25,28-34,37-39H,14H2,1H3/b9-4+/t25-,28-,29+,30-,31-/m1/s1
InChI Key ZSGZLLNDYYOXHG-ACKBESTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H28O13
Molecular Weight 608.50 g/mol
Exact Mass 608.15299094 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 + 0.5720 57.20%
Caco-2 - 0.8971 89.71%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5995 59.95%
OATP2B1 inhibitior - 0.5610 56.10%
OATP1B1 inhibitior + 0.9115 91.15%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8128 81.28%
P-glycoprotein inhibitior + 0.6487 64.87%
P-glycoprotein substrate + 0.6171 61.71%
CYP3A4 substrate + 0.6370 63.70%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.8490 84.90%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.9125 91.25%
CYP2C8 inhibition + 0.8771 87.71%
CYP inhibitory promiscuity - 0.7321 73.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6214 62.14%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6716 67.16%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9075 90.75%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9270 92.70%
Acute Oral Toxicity (c) III 0.5749 57.49%
Estrogen receptor binding + 0.8215 82.15%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding + 0.5753 57.53%
Glucocorticoid receptor binding + 0.7114 71.14%
Aromatase binding - 0.5140 51.40%
PPAR gamma + 0.6933 69.33%
Honey bee toxicity - 0.7013 70.13%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9399 93.99%

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 98.73% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.86% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.75% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.84% 91.49%
CHEMBL3194 P02766 Transthyretin 96.77% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.39% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.99% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.62% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.35% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.88% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.22% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.41% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.24% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.99% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.92% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.78% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.49% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.42% 99.15%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.65% 97.28%

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.
Phlomis floccosa

Cross-Links

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PubChem 163191424
LOTUS LTS0168009
wikiData Q105382510